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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (10)transporters (6) Show 16 proteins XML

enzymes (10)transporters (6) Show 16 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:41 UTC

HMDB ID

HMDB0014646

Secondary Accession Numbers

HMDB14646

Metabolite Identification

Common Name

Ritonavir

Description

Ritonavir, also known as norvir or abbott 84538, belongs to the class of organic compounds known as n-carbamoyl-alpha amino acids and derivatives. N-carbamoyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an carbamoyl group at its terminal nitrogen atom. Ritonavir is a moderately basic compound (based on its pKa). A CYP3A inhibitor and antiretroviral drug from the protease inhibitor class used to treat HIV infection and AIDS, it is often used as a fixed-dose combination with another protease inhibitor, lopinavir. Also used in combination with dasabuvir sodium hydrate, ombitasvir and paritaprevir (under the trade name Viekira Pak) for treatment of chronic hepatitis C virus genotype 1 infection as well as cirrhosis of the liver. An L-valine derivative that is L-valinamide in which alpha-amino group has been acylated by a methylcarbamoyl group and in which a hydrogen of the carboxamide amino group has been replaced by a (2R,4S,5S)-4-hydroxy-1,6-diphenyl-5-{amino}hexan-2-yl group.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02231214432D          

 50 53  0  0  1  0            999 V2000
   10.4027    0.0393    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.4051   -1.1082    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    1.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    1.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2631    1.3668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5447   -2.4358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.0313    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7935    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.2063    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0791   -1.0313    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0791    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.4438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9370    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8152    0.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5956    0.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6356    0.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1206    0.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9712    1.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7377   -2.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9572   -1.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 44  1  0  0  0  0
  1 45  1  0  0  0  0
  2 43  1  0  0  0  0
  2 50  1  0  0  0  0
 16  3  1  1  0  0  0
  4 22  2  0  0  0  0
  5 29  1  0  0  0  0
  5 41  1  0  0  0  0
  6 29  2  0  0  0  0
  7 32  2  0  0  0  0
 14  8  1  6  0  0  0
  8 22  1  0  0  0  0
 17  9  1  1  0  0  0
  9 29  1  0  0  0  0
 20 10  1  6  0  0  0
 10 32  1  0  0  0  0
 11 32  1  0  0  0  0
 11 39  1  0  0  0  0
 11 40  1  0  0  0  0
 12 42  1  0  0  0  0
 12 44  2  0  0  0  0
 13 49  1  0  0  0  0
 13 50  2  0  0  0  0
 14 15  1  0  0  0  0
 14 18  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 19  1  0  0  0  0
 18 23  1  0  0  0  0
 19 24  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 25  1  0  0  0  0
 21 26  1  0  0  0  0
 23 27  2  0  0  0  0
 23 28  1  0  0  0  0
 24 30  2  0  0  0  0
 24 31  1  0  0  0  0
 27 33  1  0  0  0  0
 28 34  2  0  0  0  0
 30 35  1  0  0  0  0
 31 36  2  0  0  0  0
 33 37  2  0  0  0  0
 34 37  1  0  0  0  0
 35 38  2  0  0  0  0
 36 38  1  0  0  0  0
 39 42  1  0  0  0  0
 41 43  1  0  0  0  0
 42 45  2  0  0  0  0
 43 49  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
M  END

HMDB0014646
     RDKit          3D
Ritonavir
 98101  0  0  0  0  0  0  0  0999 V2000
    9.4609    3.4441    2.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9079    3.7409    1.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7807    3.1982    0.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5672    3.0684    1.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5896    3.3899    0.3771 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4864    2.6946    0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570    3.0406   -0.5948 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4212    2.0844   -1.6494 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3374    2.3905   -2.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6502    0.9109   -1.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8168    0.0756   -2.5753 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139    0.6488   -0.6108 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9770   -0.6330   -0.6926 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6317   -0.3902   -1.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2969    0.7868   -1.5247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2804   -1.4316   -1.5875 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5593   -1.2327   -2.1602 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6338   -1.8812   -3.5478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3668   -3.3212   -3.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0884   -3.7933   -3.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2377   -5.1208   -3.6497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7218   -6.0530   -3.3758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0195   -5.6228   -3.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3293   -4.2604   -3.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7605   -1.5537   -1.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9284   -0.7857   -0.0914 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8967   -0.9405    0.8096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1855   -1.2017    0.6704 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4234   -1.2507   -0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5581   -1.6784    0.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3879   -0.8255    1.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4480   -1.2592    2.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6898   -2.6133    2.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8717   -3.4865    1.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8435   -3.0397    0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2913   -0.2954    1.7923 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5375    1.0978    1.6580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6862    1.6411    0.5249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6245    1.9112    2.7662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8574    3.2852    2.7521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7238    3.9293    1.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5560    3.3550    1.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7137    4.1046    0.9275 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9971    5.3809    0.7155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5306    5.5418    1.4480 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574   -1.1601    0.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2570   -0.2263    1.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4194   -2.5376    0.8837 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4058    1.6517    1.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9268    1.7321    2.0416 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.5109    3.7896    2.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9139    4.0736    3.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3806    2.3539    2.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7402    4.8105    1.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1697    2.1912    0.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1119    3.1579   -0.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5583    3.9313    0.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4146    3.0362   -0.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5045    4.0478   -1.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4686    3.4994   -2.8574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9111    2.0465   -3.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3261    1.9763   -2.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5076    1.2821    0.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5702   -1.2886   -1.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0501   -2.4065   -1.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6274   -0.1170   -2.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9182   -1.4179   -4.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6504   -1.7304   -3.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6917   -3.0840   -3.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2488   -5.4366   -3.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4340   -7.1064   -3.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7692   -6.3610   -2.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3507   -3.9835   -3.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7839   -2.6446   -1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6949   -1.3482   -1.9684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0389    0.2957   -0.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6887   -0.0654    1.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9125   -2.2297    1.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6630   -0.2322   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3505   -1.8899   -1.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2238    0.2522    1.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0869   -0.5638    2.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5182   -2.9770    2.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0545   -4.5433    1.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1741   -3.7125    0.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1823   -0.6655    2.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9779    3.7316    3.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7822    3.5583    2.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3438    2.2779    1.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3664    6.1227    0.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0533   -1.2192    1.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7628    0.6028    1.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5242   -0.7988    2.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0208    0.1690    2.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8626   -3.0253    1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3173   -2.6053    0.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7231   -3.2187    0.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5616    0.9549    1.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 17 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 28 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
 13 46  1  0
 46 47  1  0
 46 48  1  0
  6 49  2  0
 49 50  1  0
 50  4  1  0
 24 19  1  0
 35 30  1  0
 45 41  1  0
  1 51  1  0
  1 52  1  0
  1 53  1  0
  2 54  1  0
  3 55  1  0
  3 56  1  0
  3 57  1  0
  7 58  1  0
  7 59  1  0
  9 60  1  0
  9 61  1  0
  9 62  1  0
 12 63  1  0
 13 64  1  6
 16 65  1  0
 17 66  1  6
 18 67  1  0
 18 68  1  0
 20 69  1  0
 21 70  1  0
 22 71  1  0
 23 72  1  0
 24 73  1  0
 25 74  1  0
 25 75  1  0
 26 76  1  6
 27 77  1  0
 28 78  1  1
 29 79  1  0
 29 80  1  0
 31 81  1  0
 32 82  1  0
 33 83  1  0
 34 84  1  0
 35 85  1  0
 36 86  1  0
 40 87  1  0
 40 88  1  0
 42 89  1  0
 44 90  1  0
 46 91  1  0
 47 92  1  0
 47 93  1  0
 47 94  1  0
 48 95  1  0
 48 96  1  0
 48 97  1  0
 49 98  1  0
M  END


  Mrv0541 02231214432D          

 50 53  0  0  1  0            999 V2000
   10.4027    0.0393    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.4051   -1.1082    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2224   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    2.2688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    1.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    1.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2631    1.3668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5447   -2.4358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0791   -0.2063    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0791   -1.0313    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0791    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.4438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9370    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7935    3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.9712    1.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.9572   -1.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 44  1  0  0  0  0
  1 45  1  0  0  0  0
  2 43  1  0  0  0  0
  2 50  1  0  0  0  0
 16  3  1  1  0  0  0
  4 22  2  0  0  0  0
  5 29  1  0  0  0  0
  5 41  1  0  0  0  0
  6 29  2  0  0  0  0
  7 32  2  0  0  0  0
 14  8  1  6  0  0  0
  8 22  1  0  0  0  0
 17  9  1  1  0  0  0
  9 29  1  0  0  0  0
 20 10  1  6  0  0  0
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 11 32  1  0  0  0  0
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 18 23  1  0  0  0  0
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 21 25  1  0  0  0  0
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 27 33  1  0  0  0  0
 28 34  2  0  0  0  0
 30 35  1  0  0  0  0
 31 36  2  0  0  0  0
 33 37  2  0  0  0  0
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 36 38  1  0  0  0  0
 39 42  1  0  0  0  0
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 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014646

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)[C@H](NC(=O)N(C)CC1=CSC(=N1)C(C)C)C(=O)N[C@H](C[C@H](O)[C@H](CC1=CC=CC=C1)NC(=O)OCC1=CN=CS1)CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C37H48N6O5S2/c1-24(2)33(42-36(46)43(5)20-29-22-49-35(40-29)25(3)4)34(45)39-28(16-26-12-8-6-9-13-26)18-32(44)31(17-27-14-10-7-11-15-27)41-37(47)48-21-30-19-38-23-50-30/h6-15,19,22-25,28,31-33,44H,16-18,20-21H2,1-5H3,(H,39,45)(H,41,47)(H,42,46)/t28-,31-,32-,33-/m0/s1

> <INCHI_KEY>
NCDNCNXCDXHOMX-XGKFQTDJSA-N

> <FORMULA>
C37H48N6O5S2

> <MOLECULAR_WEIGHT>
720.944

> <EXACT_MASS>
720.312760056

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
77.40001044463521

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,3-thiazol-5-ylmethyl N-[(2S,3S,5S)-3-hydroxy-5-[(2S)-3-methyl-2-{[methyl({[2-(propan-2-yl)-1,3-thiazol-4-yl]methyl})carbamoyl]amino}butanamido]-1,6-diphenylhexan-2-yl]carbamate

> <ALOGPS_LOGP>
4.24

> <JCHEM_LOGP>
5.221782032999997

> <ALOGPS_LOGS>
-5.76

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.229900439075639

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.678454624298016

> <JCHEM_PKA_STRONGEST_BASIC>
2.844087185870911

> <JCHEM_POLAR_SURFACE_AREA>
145.77999999999997

> <JCHEM_REFRACTIVITY>
194.5924

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.26e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ritonavir

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014646
     RDKit          3D
Ritonavir
 98101  0  0  0  0  0  0  0  0999 V2000
    9.4609    3.4441    2.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9079    3.7409    1.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7807    3.1982    0.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5672    3.0684    1.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5896    3.3899    0.3771 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4864    2.6946    0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570    3.0406   -0.5948 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4212    2.0844   -1.6494 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3374    2.3905   -2.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6502    0.9109   -1.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8168    0.0756   -2.5753 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139    0.6488   -0.6108 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9770   -0.6330   -0.6926 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6317   -0.3902   -1.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2969    0.7868   -1.5247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2804   -1.4316   -1.5875 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5593   -1.2327   -2.1602 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6338   -1.8812   -3.5478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3668   -3.3212   -3.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0884   -3.7933   -3.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2377   -5.1208   -3.6497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7218   -6.0530   -3.3758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0195   -5.6228   -3.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3293   -4.2604   -3.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7605   -1.5537   -1.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9284   -0.7857   -0.0914 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8967   -0.9405    0.8096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1855   -1.2017    0.6704 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4234   -1.2507   -0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.8717   -3.4865    1.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8435   -3.0397    0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2913   -0.2954    1.7923 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5375    1.0978    1.6580 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8574    3.2852    2.7521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7238    3.9293    1.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5560    3.3550    1.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7137    4.1046    0.9275 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9971    5.3809    0.7155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5306    5.5418    1.4480 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574   -1.1601    0.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2570   -0.2263    1.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4194   -2.5376    0.8837 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4058    1.6517    1.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9268    1.7321    2.0416 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.5109    3.7896    2.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9139    4.0736    3.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3806    2.3539    2.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
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   10.1697    2.1912    0.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1119    3.1579   -0.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5583    3.9313    0.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4146    3.0362   -0.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5045    4.0478   -1.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4686    3.4994   -2.8574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9111    2.0465   -3.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3261    1.9763   -2.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5076    1.2821    0.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5702   -1.2886   -1.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0501   -2.4065   -1.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6274   -0.1170   -2.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9182   -1.4179   -4.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6504   -1.7304   -3.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6917   -3.0840   -3.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2488   -5.4366   -3.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4340   -7.1064   -3.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7692   -6.3610   -2.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3507   -3.9835   -3.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7839   -2.6446   -1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6949   -1.3482   -1.9684 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6887   -0.0654    1.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9125   -2.2297    1.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6630   -0.2322   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3505   -1.8899   -1.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2238    0.2522    1.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0869   -0.5638    2.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5182   -2.9770    2.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0545   -4.5433    1.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1741   -3.7125    0.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1823   -0.6655    2.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9779    3.7316    3.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7822    3.5583    2.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3438    2.2779    1.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3664    6.1227    0.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0533   -1.2192    1.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7628    0.6028    1.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5242   -0.7988    2.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0208    0.1690    2.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8626   -3.0253    1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3173   -2.6053    0.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7231   -3.2187    0.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5616    0.9549    1.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 17 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 28 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
 13 46  1  0
 46 47  1  0
 46 48  1  0
  6 49  2  0
 49 50  1  0
 50  4  1  0
 24 19  1  0
 35 30  1  0
 45 41  1  0
  1 51  1  0
  1 52  1  0
  1 53  1  0
  2 54  1  0
  3 55  1  0
  3 56  1  0
  3 57  1  0
  7 58  1  0
  7 59  1  0
  9 60  1  0
  9 61  1  0
  9 62  1  0
 12 63  1  0
 13 64  1  6
 16 65  1  0
 17 66  1  6
 18 67  1  0
 18 68  1  0
 20 69  1  0
 21 70  1  0
 22 71  1  0
 23 72  1  0
 24 73  1  0
 25 74  1  0
 25 75  1  0
 26 76  1  6
 27 77  1  0
 28 78  1  1
 29 79  1  0
 29 80  1  0
 31 81  1  0
 32 82  1  0
 33 83  1  0
 34 84  1  0
 35 85  1  0
 36 86  1  0
 40 87  1  0
 40 88  1  0
 42 89  1  0
 44 90  1  0
 46 91  1  0
 47 92  1  0
 47 93  1  0
 47 94  1  0
 48 95  1  0
 48 96  1  0
 48 97  1  0
 49 98  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      19.418   0.073   0.000  0.00  0.00           S+0
HETATM    2  S   UNK     0      13.823  -2.069   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0       4.414   0.385   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       9.748   0.385   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       9.748  -2.695   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       8.415  -0.385   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      13.750   4.235   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0       8.415   2.695   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       7.081  -2.695   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      12.416   1.925   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      15.083   1.925   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      19.158   2.551   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      14.083  -4.547   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       7.081   1.925   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.081   0.385   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.748  -0.385   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.748  -1.925   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.748   2.695   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.414  -2.695   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.082   2.695   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.082   4.235   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.748   1.925   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.748   4.235   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.414  -4.235   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.748   5.005   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.416   5.005   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.414   5.005   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.081   5.005   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.415  -1.925   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.748  -5.005   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.080  -5.005   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.750   2.695   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.414   6.545   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.081   6.545   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.748  -6.545   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.080  -6.545   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.748   7.315   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.414  -7.315   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      16.417   2.695   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      15.083   0.385   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      11.082  -1.925   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      17.751   1.925   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      12.416  -2.695   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      20.188   1.407   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      17.912   0.393   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      21.720   1.568   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      22.625   0.322   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      22.346   2.975   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      12.577  -4.227   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      14.853  -3.213   0.000  0.00  0.00           C+0
CONECT    1   44   45                                                       
CONECT    2   43   50                                                       
CONECT    3   16                                                            
CONECT    4   22                                                            
CONECT    5   29   41                                                       
CONECT    6   29                                                            
CONECT    7   32                                                            
CONECT    8   14   22                                                       
CONECT    9   17   29                                                       
CONECT   10   20   32                                                       
CONECT   11   32   39   40                                                  
CONECT   12   42   44                                                       
CONECT   13   49   50                                                       
CONECT   14    8   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16    3   15   17                                                  
CONECT   17    9   16   19                                                  
CONECT   18   14   23                                                       
CONECT   19   17   24                                                       
CONECT   20   10   21   22                                                  
CONECT   21   20   25   26                                                  
CONECT   22    4    8   20                                                  
CONECT   23   18   27   28                                                  
CONECT   24   19   30   31                                                  
CONECT   25   21                                                            
CONECT   26   21                                                            
CONECT   27   23   33                                                       
CONECT   28   23   34                                                       
CONECT   29    5    6    9                                                  
CONECT   30   24   35                                                       
CONECT   31   24   36                                                       
CONECT   32    7   10   11                                                  
CONECT   33   27   37                                                       
CONECT   34   28   37                                                       
CONECT   35   30   38                                                       
CONECT   36   31   38                                                       
CONECT   37   33   34                                                       
CONECT   38   35   36                                                       
CONECT   39   11   42                                                       
CONECT   40   11                                                            
CONECT   41    5   43                                                       
CONECT   42   12   39   45                                                  
CONECT   43    2   41   49                                                  
CONECT   44    1   12   46                                                  
CONECT   45    1   42                                                       
CONECT   46   44   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46                                                            
CONECT   49   13   43                                                       
CONECT   50    2   13                                                       
MASTER        0    0    0    0    0    0    0    0   50    0  106    0
END

COMPND    HMDB0014646
HETATM    1  C1  UNL     1       9.461   3.444   2.725  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.908   3.741   1.376  1.00  0.00           C  
HETATM    3  C3  UNL     1       9.781   3.198   0.255  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.567   3.068   1.206  1.00  0.00           C  
HETATM    5  N1  UNL     1       6.590   3.390   0.377  1.00  0.00           N  
HETATM    6  C5  UNL     1       5.486   2.695   0.384  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.357   3.041  -0.595  1.00  0.00           C  
HETATM    8  N2  UNL     1       4.421   2.084  -1.649  1.00  0.00           N  
HETATM    9  C7  UNL     1       5.337   2.391  -2.754  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.650   0.911  -1.632  1.00  0.00           C  
HETATM   11  O1  UNL     1       3.817   0.076  -2.575  1.00  0.00           O  
HETATM   12  N3  UNL     1       2.714   0.649  -0.611  1.00  0.00           N  
HETATM   13  C9  UNL     1       1.977  -0.633  -0.693  1.00  0.00           C  
HETATM   14  C10 UNL     1       0.632  -0.390  -1.283  1.00  0.00           C  
HETATM   15  O2  UNL     1       0.297   0.787  -1.525  1.00  0.00           O  
HETATM   16  N4  UNL     1      -0.280  -1.432  -1.588  1.00  0.00           N  
HETATM   17  C11 UNL     1      -1.559  -1.233  -2.160  1.00  0.00           C  
HETATM   18  C12 UNL     1      -1.634  -1.881  -3.548  1.00  0.00           C  
HETATM   19  C13 UNL     1      -1.367  -3.321  -3.496  1.00  0.00           C  
HETATM   20  C14 UNL     1      -0.088  -3.793  -3.705  1.00  0.00           C  
HETATM   21  C15 UNL     1       0.238  -5.121  -3.650  1.00  0.00           C  
HETATM   22  C16 UNL     1      -0.722  -6.053  -3.376  1.00  0.00           C  
HETATM   23  C17 UNL     1      -2.020  -5.623  -3.159  1.00  0.00           C  
HETATM   24  C18 UNL     1      -2.329  -4.260  -3.222  1.00  0.00           C  
HETATM   25  C19 UNL     1      -2.761  -1.554  -1.361  1.00  0.00           C  
HETATM   26  C20 UNL     1      -2.928  -0.786  -0.091  1.00  0.00           C  
HETATM   27  O3  UNL     1      -1.897  -0.940   0.810  1.00  0.00           O  
HETATM   28  C21 UNL     1      -4.185  -1.202   0.670  1.00  0.00           C  
HETATM   29  C22 UNL     1      -5.423  -1.251  -0.139  1.00  0.00           C  
HETATM   30  C23 UNL     1      -6.558  -1.678   0.722  1.00  0.00           C  
HETATM   31  C24 UNL     1      -7.388  -0.826   1.397  1.00  0.00           C  
HETATM   32  C25 UNL     1      -8.448  -1.259   2.200  1.00  0.00           C  
HETATM   33  C26 UNL     1      -8.690  -2.613   2.332  1.00  0.00           C  
HETATM   34  C27 UNL     1      -7.872  -3.487   1.664  1.00  0.00           C  
HETATM   35  C28 UNL     1      -6.843  -3.040   0.888  1.00  0.00           C  
HETATM   36  N5  UNL     1      -4.291  -0.295   1.792  1.00  0.00           N  
HETATM   37  C29 UNL     1      -4.538   1.098   1.658  1.00  0.00           C  
HETATM   38  O4  UNL     1      -4.686   1.641   0.525  1.00  0.00           O  
HETATM   39  O5  UNL     1      -4.625   1.911   2.766  1.00  0.00           O  
HETATM   40  C30 UNL     1      -4.857   3.285   2.752  1.00  0.00           C  
HETATM   41  C31 UNL     1      -3.724   3.929   1.995  1.00  0.00           C  
HETATM   42  C32 UNL     1      -2.556   3.355   1.563  1.00  0.00           C  
HETATM   43  N6  UNL     1      -1.714   4.105   0.927  1.00  0.00           N  
HETATM   44  C33 UNL     1      -1.997   5.381   0.716  1.00  0.00           C  
HETATM   45  S1  UNL     1      -3.531   5.542   1.448  1.00  0.00           S  
HETATM   46  C34 UNL     1       1.957  -1.160   0.704  1.00  0.00           C  
HETATM   47  C35 UNL     1       1.257  -0.226   1.668  1.00  0.00           C  
HETATM   48  C36 UNL     1       1.419  -2.538   0.884  1.00  0.00           C  
HETATM   49  C37 UNL     1       5.406   1.652   1.270  1.00  0.00           C  
HETATM   50  S2  UNL     1       6.927   1.732   2.042  1.00  0.00           S  
HETATM   51  H1  UNL     1      10.511   3.790   2.749  1.00  0.00           H  
HETATM   52  H2  UNL     1       8.914   4.074   3.475  1.00  0.00           H  
HETATM   53  H3  UNL     1       9.381   2.354   2.963  1.00  0.00           H  
HETATM   54  H4  UNL     1       8.740   4.811   1.159  1.00  0.00           H  
HETATM   55  H5  UNL     1      10.170   2.191   0.471  1.00  0.00           H  
HETATM   56  H6  UNL     1       9.112   3.158  -0.653  1.00  0.00           H  
HETATM   57  H7  UNL     1      10.558   3.931   0.006  1.00  0.00           H  
HETATM   58  H8  UNL     1       3.415   3.036  -0.039  1.00  0.00           H  
HETATM   59  H9  UNL     1       4.505   4.048  -1.024  1.00  0.00           H  
HETATM   60  H10 UNL     1       5.469   3.499  -2.857  1.00  0.00           H  
HETATM   61  H11 UNL     1       4.911   2.047  -3.718  1.00  0.00           H  
HETATM   62  H12 UNL     1       6.326   1.976  -2.520  1.00  0.00           H  
HETATM   63  H13 UNL     1       2.508   1.282   0.185  1.00  0.00           H  
HETATM   64  H14 UNL     1       2.570  -1.289  -1.337  1.00  0.00           H  
HETATM   65  H15 UNL     1       0.050  -2.407  -1.368  1.00  0.00           H  
HETATM   66  H16 UNL     1      -1.627  -0.117  -2.384  1.00  0.00           H  
HETATM   67  H17 UNL     1      -0.918  -1.418  -4.228  1.00  0.00           H  
HETATM   68  H18 UNL     1      -2.650  -1.730  -3.994  1.00  0.00           H  
HETATM   69  H19 UNL     1       0.692  -3.084  -3.927  1.00  0.00           H  
HETATM   70  H20 UNL     1       1.249  -5.437  -3.820  1.00  0.00           H  
HETATM   71  H21 UNL     1      -0.434  -7.106  -3.338  1.00  0.00           H  
HETATM   72  H22 UNL     1      -2.769  -6.361  -2.940  1.00  0.00           H  
HETATM   73  H23 UNL     1      -3.351  -3.983  -3.050  1.00  0.00           H  
HETATM   74  H24 UNL     1      -2.784  -2.645  -1.165  1.00  0.00           H  
HETATM   75  H25 UNL     1      -3.695  -1.348  -1.968  1.00  0.00           H  
HETATM   76  H26 UNL     1      -3.039   0.296  -0.299  1.00  0.00           H  
HETATM   77  H27 UNL     1      -1.689  -0.065   1.211  1.00  0.00           H  
HETATM   78  H28 UNL     1      -3.912  -2.230   1.071  1.00  0.00           H  
HETATM   79  H29 UNL     1      -5.663  -0.232  -0.522  1.00  0.00           H  
HETATM   80  H30 UNL     1      -5.350  -1.890  -1.045  1.00  0.00           H  
HETATM   81  H31 UNL     1      -7.224   0.252   1.304  1.00  0.00           H  
HETATM   82  H32 UNL     1      -9.087  -0.564   2.720  1.00  0.00           H  
HETATM   83  H33 UNL     1      -9.518  -2.977   2.958  1.00  0.00           H  
HETATM   84  H34 UNL     1      -8.054  -4.543   1.761  1.00  0.00           H  
HETATM   85  H35 UNL     1      -6.174  -3.712   0.342  1.00  0.00           H  
HETATM   86  H36 UNL     1      -4.182  -0.666   2.778  1.00  0.00           H  
HETATM   87  H37 UNL     1      -4.978   3.732   3.744  1.00  0.00           H  
HETATM   88  H38 UNL     1      -5.782   3.558   2.173  1.00  0.00           H  
HETATM   89  H39 UNL     1      -2.344   2.278   1.760  1.00  0.00           H  
HETATM   90  H40 UNL     1      -1.366   6.123   0.190  1.00  0.00           H  
HETATM   91  H41 UNL     1       3.053  -1.219   1.006  1.00  0.00           H  
HETATM   92  H42 UNL     1       0.763   0.603   1.116  1.00  0.00           H  
HETATM   93  H43 UNL     1       0.524  -0.799   2.293  1.00  0.00           H  
HETATM   94  H44 UNL     1       2.021   0.169   2.366  1.00  0.00           H  
HETATM   95  H45 UNL     1       1.863  -3.025   1.807  1.00  0.00           H  
HETATM   96  H46 UNL     1       0.317  -2.605   0.976  1.00  0.00           H  
HETATM   97  H47 UNL     1       1.723  -3.219   0.061  1.00  0.00           H  
HETATM   98  H48 UNL     1       4.562   0.955   1.426  1.00  0.00           H  
CONECT    1    2   51   52   53
CONECT    2    3    4   54
CONECT    3   55   56   57
CONECT    4    5    5   50
CONECT    5    6
CONECT    6    7   49   49
CONECT    7    8   58   59
CONECT    8    9   10
CONECT    9   60   61   62
CONECT   10   11   11   12
CONECT   12   13   63
CONECT   13   14   46   64
CONECT   14   15   15   16
CONECT   16   17   65
CONECT   17   18   25   66
CONECT   18   19   67   68
CONECT   19   20   20   24
CONECT   20   21   69
CONECT   21   22   22   70
CONECT   22   23   71
CONECT   23   24   24   72
CONECT   24   73
CONECT   25   26   74   75
CONECT   26   27   28   76
CONECT   27   77
CONECT   28   29   36   78
CONECT   29   30   79   80
CONECT   30   31   31   35
CONECT   31   32   81
CONECT   32   33   33   82
CONECT   33   34   83
CONECT   34   35   35   84
CONECT   35   85
CONECT   36   37   86
CONECT   37   38   38   39
CONECT   39   40
CONECT   40   41   87   88
CONECT   41   42   42   45
CONECT   42   43   89
CONECT   43   44   44
CONECT   44   45   90
CONECT   46   47   48   91
CONECT   47   92   93   94
CONECT   48   95   96   97
CONECT   49   50   98
END

HMDB0014646
     RDKit          3D
Ritonavir
 98101  0  0  0  0  0  0  0  0999 V2000
    9.4609    3.4441    2.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9079    3.7409    1.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7807    3.1982    0.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5672    3.0684    1.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5896    3.3899    0.3771 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4864    2.6946    0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570    3.0406   -0.5948 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4212    2.0844   -1.6494 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3374    2.3905   -2.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6502    0.9109   -1.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8168    0.0756   -2.5753 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139    0.6488   -0.6108 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9770   -0.6330   -0.6926 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6317   -0.3902   -1.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2969    0.7868   -1.5247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2804   -1.4316   -1.5875 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5593   -1.2327   -2.1602 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6338   -1.8812   -3.5478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3668   -3.3212   -3.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0884   -3.7933   -3.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2377   -5.1208   -3.6497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7218   -6.0530   -3.3758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0195   -5.6228   -3.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3293   -4.2604   -3.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7605   -1.5537   -1.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9284   -0.7857   -0.0914 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8967   -0.9405    0.8096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1855   -1.2017    0.6704 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4234   -1.2507   -0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5581   -1.6784    0.7220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3879   -0.8255    1.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4480   -1.2592    2.2002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6898   -2.6133    2.3322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8717   -3.4865    1.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8435   -3.0397    0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2913   -0.2954    1.7923 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5375    1.0978    1.6580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6862    1.6411    0.5249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6245    1.9112    2.7662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8574    3.2852    2.7521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7238    3.9293    1.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5560    3.3550    1.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7137    4.1046    0.9275 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9971    5.3809    0.7155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5306    5.5418    1.4480 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574   -1.1601    0.7040 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2570   -0.2263    1.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4194   -2.5376    0.8837 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4058    1.6517    1.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9268    1.7321    2.0416 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.5109    3.7896    2.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9139    4.0736    3.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3806    2.3539    2.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7402    4.8105    1.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1697    2.1912    0.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1119    3.1579   -0.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5583    3.9313    0.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4146    3.0362   -0.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5045    4.0478   -1.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4686    3.4994   -2.8574 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9111    2.0465   -3.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3261    1.9763   -2.5201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5076    1.2821    0.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5702   -1.2886   -1.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0501   -2.4065   -1.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6274   -0.1170   -2.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9182   -1.4179   -4.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6504   -1.7304   -3.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6917   -3.0840   -3.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2488   -5.4366   -3.8204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4340   -7.1064   -3.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7692   -6.3610   -2.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3507   -3.9835   -3.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7839   -2.6446   -1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6949   -1.3482   -1.9684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0389    0.2957   -0.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6887   -0.0654    1.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9125   -2.2297    1.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6630   -0.2322   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3505   -1.8899   -1.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2238    0.2522    1.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0869   -0.5638    2.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5182   -2.9770    2.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0545   -4.5433    1.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1741   -3.7125    0.3416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1823   -0.6655    2.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9779    3.7316    3.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7822    3.5583    2.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3438    2.2779    1.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3664    6.1227    0.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0533   -1.2192    1.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7628    0.6028    1.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5242   -0.7988    2.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0208    0.1690    2.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8626   -3.0253    1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3173   -2.6053    0.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7231   -3.2187    0.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5616    0.9549    1.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 17 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 28 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
 13 46  1  0
 46 47  1  0
 46 48  1  0
  6 49  2  0
 49 50  1  0
 50  4  1  0
 24 19  1  0
 35 30  1  0
 45 41  1  0
  1 51  1  0
  1 52  1  0
  1 53  1  0
  2 54  1  0
  3 55  1  0
  3 56  1  0
  3 57  1  0
  7 58  1  0
  7 59  1  0
  9 60  1  0
  9 61  1  0
  9 62  1  0
 12 63  1  0
 13 64  1  6
 16 65  1  0
 17 66  1  6
 18 67  1  0
 18 68  1  0
 20 69  1  0
 21 70  1  0
 22 71  1  0
 23 72  1  0
 24 73  1  0
 25 74  1  0
 25 75  1  0
 26 76  1  6
 27 77  1  0
 28 78  1  1
 29 79  1  0
 29 80  1  0
 31 81  1  0
 32 82  1  0
 33 83  1  0
 34 84  1  0
 35 85  1  0
 36 86  1  0
 40 87  1  0
 40 88  1  0
 42 89  1  0
 44 90  1  0
 46 91  1  0
 47 92  1  0
 47 93  1  0
 47 94  1  0
 48 95  1  0
 48 96  1  0
 48 97  1  0
 49 98  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Norvir	Kegg
Abbott 84538	HMDB
538, ABT	HMDB
ABT-538	HMDB
ABT 538	HMDB

Chemical Formula

C₃₇H₄₈N₆O₅S₂

Average Molecular Weight

720.944

Monoisotopic Molecular Weight

720.312760056

IUPAC Name

1,3-thiazol-5-ylmethyl N-[(2S,3S,5S)-3-hydroxy-5-[(2S)-3-methyl-2-{[methyl({[2-(propan-2-yl)-1,3-thiazol-4-yl]methyl})carbamoyl]amino}butanamido]-1,6-diphenylhexan-2-yl]carbamate

Traditional Name

ritonavir

CAS Registry Number

155213-67-5

SMILES

CC(C)[C@H](NC(=O)N(C)CC1=CSC(=N1)C(C)C)C(=O)N[C@H](C[C@H](O)[C@H](CC1=CC=CC=C1)NC(=O)OCC1=CN=CS1)CC1=CC=CC=C1

InChI Identifier

InChI=1S/C37H48N6O5S2/c1-24(2)33(42-36(46)43(5)20-29-22-49-35(40-29)25(3)4)34(45)39-28(16-26-12-8-6-9-13-26)18-32(44)31(17-27-14-10-7-11-15-27)41-37(47)48-21-30-19-38-23-50-30/h6-15,19,22-25,28,31-33,44H,16-18,20-21H2,1-5H3,(H,39,45)(H,41,47)(H,42,46)/t28-,31-,32-,33-/m0/s1

InChI Key

NCDNCNXCDXHOMX-XGKFQTDJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-carbamoyl-alpha amino acids and derivatives. N-carbamoyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an carbamoyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-carbamoyl-alpha amino acids and derivatives

Alternative Parents

Substituents

Valine or derivatives
N-carbamoyl-alpha-amino acid or derivatives
Alpha-amino acid amide
Amphetamine or derivatives
2,4-disubstituted 1,3-thiazole
Monocyclic benzene moiety
Fatty amide
Fatty acyl
N-acyl-amine
Benzenoid
Azole
Heteroaromatic compound
Carbamic acid ester
Thiazole
Carboxamide group
Urea
Carbonic acid derivative
Secondary alcohol
Secondary carboxylic acid amide
Organoheterocyclic compound
Azacycle
Alcohol
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

carbamate ester (CHEBI:45409 )
ureas (CHEBI:45409 )
1,3-thiazole (CHEBI:45409 )
carboxamide (CHEBI:45409 )
L-valine derivative (CHEBI:45409 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0014646)
Membrane (HMDB: HMDB0014646)

Source

Exogenous

Exogenous (HMDB: HMDB0014646)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0013 g/L	Not Available
LogP	3.9	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0013 g/L	ALOGPS
logP	4.24	ALOGPS
logP	5.22	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	13.68	ChemAxon
pKa (Strongest Basic)	2.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	145.78 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	194.59 m³·mol⁻¹	ChemAxon
Polarizability	77.4 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	252.364	30932474
DeepCCS	[M-H]-	250.539	30932474
DeepCCS	[M-2H]-	284.33	30932474
DeepCCS	[M+Na]+	258.105	30932474
AllCCS	[M+H]+	267.1	32859911
AllCCS	[M+H-H2O]+	266.4	32859911
AllCCS	[M+NH4]+	267.6	32859911
AllCCS	[M+Na]+	267.8	32859911
AllCCS	[M-H]-	246.1	32859911
AllCCS	[M+Na-2H]-	250.5	32859911
AllCCS	[M+HCOO]-	255.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.29 minutes	32390414
Predicted by Siyang on May 30, 2022	17.5548 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.31 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	63.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3440.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	171.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	250.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	153.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	159.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	610.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	717.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	111.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1565.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	742.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2111.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	409.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	411.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	94.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	106.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ritonavir	CC(C)[C@H](NC(=O)N(C)CC1=CSC(=N1)C(C)C)C(=O)N[C@H](C[C@H](O)[C@H](CC1=CC=CC=C1)NC(=O)OCC1=CN=CS1)CC1=CC=CC=C1	6033.9	Standard polar	33892256
Ritonavir	CC(C)[C@H](NC(=O)N(C)CC1=CSC(=N1)C(C)C)C(=O)N[C@H](C[C@H](O)[C@H](CC1=CC=CC=C1)NC(=O)OCC1=CN=CS1)CC1=CC=CC=C1	4024.1	Standard non polar	33892256
Ritonavir	CC(C)[C@H](NC(=O)N(C)CC1=CSC(=N1)C(C)C)C(=O)N[C@H](C[C@H](O)[C@H](CC1=CC=CC=C1)NC(=O)OCC1=CN=CS1)CC1=CC=CC=C1	5343.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ritonavir,2TMS,isomer #1	CC(C)C1=NC(CN(C)C(=O)N([C@H](C(=O)N[C@@H](CC2=CC=CC=C2)C[C@H](O[Si](C)(C)C)[C@H](CC2=CC=CC=C2)NC(=O)OCC2=CN=CS2)C(C)C)[Si](C)(C)C)=CS1	5214.2	Semi standard non polar	33892256
Ritonavir,2TMS,isomer #1	CC(C)C1=NC(CN(C)C(=O)N([C@H](C(=O)N[C@@H](CC2=CC=CC=C2)C[C@H](O[Si](C)(C)C)[C@H](CC2=CC=CC=C2)NC(=O)OCC2=CN=CS2)C(C)C)[Si](C)(C)C)=CS1	4234.1	Standard non polar	33892256
Ritonavir,2TMS,isomer #1	CC(C)C1=NC(CN(C)C(=O)N([C@H](C(=O)N[C@@H](CC2=CC=CC=C2)C[C@H](O[Si](C)(C)C)[C@H](CC2=CC=CC=C2)NC(=O)OCC2=CN=CS2)C(C)C)[Si](C)(C)C)=CS1	6830.0	Standard polar	33892256
Ritonavir,2TMS,isomer #2	CC(C)C1=NC(CN(C)C(=O)N[C@H](C(=O)N([C@@H](CC2=CC=CC=C2)C[C@H](O[Si](C)(C)C)[C@H](CC2=CC=CC=C2)NC(=O)OCC2=CN=CS2)[Si](C)(C)C)C(C)C)=CS1	5335.9	Semi standard non polar	33892256
Ritonavir,2TMS,isomer #2	CC(C)C1=NC(CN(C)C(=O)N[C@H](C(=O)N([C@@H](CC2=CC=CC=C2)C[C@H](O[Si](C)(C)C)[C@H](CC2=CC=CC=C2)NC(=O)OCC2=CN=CS2)[Si](C)(C)C)C(C)C)=CS1	4337.8	Standard non polar	33892256
Ritonavir,2TMS,isomer #2	CC(C)C1=NC(CN(C)C(=O)N[C@H](C(=O)N([C@@H](CC2=CC=CC=C2)C[C@H](O[Si](C)(C)C)[C@H](CC2=CC=CC=C2)NC(=O)OCC2=CN=CS2)[Si](C)(C)C)C(C)C)=CS1	6955.5	Standard polar	33892256
Ritonavir,2TMS,isomer #3	CC(C)C1=NC(CN(C)C(=O)N[C@H](C(=O)N[C@@H](CC2=CC=CC=C2)C[C@H](O[Si](C)(C)C)[C@H](CC2=CC=CC=C2)N(C(=O)OCC2=CN=CS2)[Si](C)(C)C)C(C)C)=CS1	5315.1	Semi standard non polar	33892256
Ritonavir,2TMS,isomer #3	CC(C)C1=NC(CN(C)C(=O)N[C@H](C(=O)N[C@@H](CC2=CC=CC=C2)C[C@H](O[Si](C)(C)C)[C@H](CC2=CC=CC=C2)N(C(=O)OCC2=CN=CS2)[Si](C)(C)C)C(C)C)=CS1	4324.9	Standard non polar	33892256
Ritonavir,2TMS,isomer #3	CC(C)C1=NC(CN(C)C(=O)N[C@H](C(=O)N[C@@H](CC2=CC=CC=C2)C[C@H](O[Si](C)(C)C)[C@H](CC2=CC=CC=C2)N(C(=O)OCC2=CN=CS2)[Si](C)(C)C)C(C)C)=CS1	6936.2	Standard polar	33892256
Ritonavir,2TMS,isomer #4	CC(C)C1=NC(CN(C)C(=O)N([C@H](C(=O)N([C@@H](CC2=CC=CC=C2)C[C@H](O)[C@H](CC2=CC=CC=C2)NC(=O)OCC2=CN=CS2)[Si](C)(C)C)C(C)C)[Si](C)(C)C)=CS1	5166.2	Semi standard non polar	33892256
Ritonavir,2TMS,isomer #4	CC(C)C1=NC(CN(C)C(=O)N([C@H](C(=O)N([C@@H](CC2=CC=CC=C2)C[C@H](O)[C@H](CC2=CC=CC=C2)NC(=O)OCC2=CN=CS2)[Si](C)(C)C)C(C)C)[Si](C)(C)C)=CS1	4377.7	Standard non polar	33892256
Ritonavir,2TMS,isomer #4	CC(C)C1=NC(CN(C)C(=O)N([C@H](C(=O)N([C@@H](CC2=CC=CC=C2)C[C@H](O)[C@H](CC2=CC=CC=C2)NC(=O)OCC2=CN=CS2)[Si](C)(C)C)C(C)C)[Si](C)(C)C)=CS1	6966.6	Standard polar	33892256
Ritonavir,2TMS,isomer #5	CC(C)C1=NC(CN(C)C(=O)N([C@H](C(=O)N[C@@H](CC2=CC=CC=C2)C[C@H](O)[C@H](CC2=CC=CC=C2)N(C(=O)OCC2=CN=CS2)[Si](C)(C)C)C(C)C)[Si](C)(C)C)=CS1	5106.8	Semi standard non polar	33892256
Ritonavir,2TMS,isomer #5	CC(C)C1=NC(CN(C)C(=O)N([C@H](C(=O)N[C@@H](CC2=CC=CC=C2)C[C@H](O)[C@H](CC2=CC=CC=C2)N(C(=O)OCC2=CN=CS2)[Si](C)(C)C)C(C)C)[Si](C)(C)C)=CS1	4362.3	Standard non polar	33892256
Ritonavir,2TMS,isomer #5	CC(C)C1=NC(CN(C)C(=O)N([C@H](C(=O)N[C@@H](CC2=CC=CC=C2)C[C@H](O)[C@H](CC2=CC=CC=C2)N(C(=O)OCC2=CN=CS2)[Si](C)(C)C)C(C)C)[Si](C)(C)C)=CS1	6927.1	Standard polar	33892256
Ritonavir,2TMS,isomer #6	CC(C)C1=NC(CN(C)C(=O)N[C@H](C(=O)N([C@@H](CC2=CC=CC=C2)C[C@H](O)[C@H](CC2=CC=CC=C2)N(C(=O)OCC2=CN=CS2)[Si](C)(C)C)[Si](C)(C)C)C(C)C)=CS1	5237.1	Semi standard non polar	33892256
Ritonavir,2TMS,isomer #6	CC(C)C1=NC(CN(C)C(=O)N[C@H](C(=O)N([C@@H](CC2=CC=CC=C2)C[C@H](O)[C@H](CC2=CC=CC=C2)N(C(=O)OCC2=CN=CS2)[Si](C)(C)C)[Si](C)(C)C)C(C)C)=CS1	4451.6	Standard non polar	33892256
Ritonavir,2TMS,isomer #6	CC(C)C1=NC(CN(C)C(=O)N[C@H](C(=O)N([C@@H](CC2=CC=CC=C2)C[C@H](O)[C@H](CC2=CC=CC=C2)N(C(=O)OCC2=CN=CS2)[Si](C)(C)C)[Si](C)(C)C)C(C)C)=CS1	7046.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ritonavir GC-MS (Non-derivatized) - 70eV, Positive	splash10-00mp-8670529100-3954882109d6e535e591	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritonavir GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritonavir GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritonavir GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritonavir GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritonavir GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritonavir GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritonavir GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritonavir GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ritonavir LC-ESI-qTof , Positive-QTOF	splash10-0006-0000040900-e9dc614463601a1c3dd2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ritonavir 50V, Positive-QTOF	splash10-0002-0920000000-fb7e9eec3c4517a4ccfd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ritonavir 35V, Negative-QTOF	splash10-0r0r-0000209000-f8dc66aebfcb8d1ee782	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ritonavir 50V, Positive-QTOF	splash10-0005-0920000000-c12cee7c411b89070236	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ritonavir 10V, Positive-QTOF	splash10-00di-0010000900-3ae7e7ad9d57c22d3932	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ritonavir 30V, Positive-QTOF	splash10-00kb-0290000000-6a3201b00601db4afaa0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ritonavir 20V, Positive-QTOF	splash10-0002-0090100100-4cc1c98991c6a5a6480b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ritonavir 10V, Positive-QTOF	splash10-00di-0010000900-452a2165cb00b246b72f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ritonavir 20V, Positive-QTOF	splash10-0002-0090100100-c780572b42bde0af761c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ritonavir 35V, Positive-QTOF	splash10-00r2-0890300200-f59b087405b85f1cbc70	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ritonavir 40V, Positive-QTOF	splash10-014j-0690000000-5e0ee9913c1179bd89cb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ritonavir 40V, Positive-QTOF	splash10-014j-0790000000-e670b81ff961dafdfef1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ritonavir 30V, Positive-QTOF	splash10-00kb-0190000000-1d9d5de9325419431bdd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ritonavir 40V, Positive-QTOF	splash10-014j-0690000000-087c73e8813347d6d309	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritonavir 10V, Positive-QTOF	splash10-0fk9-0920411700-c3a50f415656af90e59a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritonavir 20V, Positive-QTOF	splash10-00dl-0920200000-79927271b2c0e85fc1c3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritonavir 40V, Positive-QTOF	splash10-0006-3920000000-99a4f5a7ce28f04a2716	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritonavir 10V, Negative-QTOF	splash10-0uxr-3910025300-6c62c0d75b7173f91646	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritonavir 20V, Negative-QTOF	splash10-0udi-5932147200-a639a1bd59a42a445759	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritonavir 40V, Negative-QTOF	splash10-000i-9000000000-4825afefb6430d347a1a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritonavir 10V, Negative-QTOF	splash10-02t9-1453012900-64ecb833a96b77ff28e5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritonavir 20V, Negative-QTOF	splash10-000f-9205513200-af07698041b04b491aa1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritonavir 40V, Negative-QTOF	splash10-06uu-4900002000-6dededfdad35042e5002	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritonavir 10V, Positive-QTOF	splash10-00xr-0790100200-ff28547a81851ed15269	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritonavir 20V, Positive-QTOF	splash10-006x-1910000000-7d5614dc0ce74add538a	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00503	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00503	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00503

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

347980

KEGG Compound ID

C07240

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ritonavir

METLIN ID

Not Available

PubChem Compound

392622

PDB ID

Not Available

ChEBI ID

45409

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Only showing the first 10 proteins. There are 16 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

3. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

4. Cytochrome P450 2E1

General function:: Involved in monooxygenase activity
Specific function:: Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:: CYP2E1
Uniprot ID:: P05181
Molecular weight:: 56848.42

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

5. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

6. Cytochrome P450 2B6

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:: CYP2B6
Uniprot ID:: P20813
Molecular weight:: 56277.81

References

Tanabe M, Hashimoto M, Ono H: Imidazoline I(1) receptor-mediated reduction of muscle rigidity in the reserpine-treated murine model of Parkinson's disease. Eur J Pharmacol. 2008 Jul 28;589(1-3):102-5. doi: 10.1016/j.ejphar.2008.06.013. Epub 2008 Jun 7. [PubMed:18602099 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

7. Cytochrome P450 3A5

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP3A5
Uniprot ID:: P20815
Molecular weight:: 57108.065

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

8. Cytochrome P450 3A7

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP3A7
Uniprot ID:: P24462
Molecular weight:: 57525.03

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

9. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

10. Cytochrome P450 2C8

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:: CYP2C8
Uniprot ID:: P10632
Molecular weight:: 55824.275

References

Walsky RL, Gaman EA, Obach RS: Examination of 209 drugs for inhibition of cytochrome P450 2C8. J Clin Pharmacol. 2005 Jan;45(1):68-78. [PubMed:15601807 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Transporters

Enzyme Details

1. Solute carrier organic anion transporter family member 1B1

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostaglandin E2, thromboxane B2, leukotriene C3, leukotriene E4, thyroxine and triiodothyronine. May play an important role in the clearance of bile acids and organic anions from the liver
Gene Name:: SLCO1B1
Uniprot ID:: Q9Y6L6
Molecular weight:: 76448.0

References

Tirona RG, Leake BF, Wolkoff AW, Kim RB: Human organic anion transporting polypeptide-C (SLC21A6) is a major determinant of rifampin-mediated pregnane X receptor activation. J Pharmacol Exp Ther. 2003 Jan;304(1):223-8. [PubMed:12490595 ]

Enzyme Details

2. Canalicular multispecific organic anion transporter 1

General function:: Involved in ATP binding
Specific function:: Mediates hepatobiliary excretion of numerous organic anions. May function as a cellular cisplatin transporter
Gene Name:: ABCC2
Uniprot ID:: Q92887
Molecular weight:: 174205.6

References

Dussault I, Lin M, Hollister K, Wang EH, Synold TW, Forman BM: Peptide mimetic HIV protease inhibitors are ligands for the orphan receptor SXR. J Biol Chem. 2001 Sep 7;276(36):33309-12. Epub 2001 Jul 20. [PubMed:11466304 ]
Huisman MT, Smit JW, Crommentuyn KM, Zelcer N, Wiltshire HR, Beijnen JH, Schinkel AH: Multidrug resistance protein 2 (MRP2) transports HIV protease inhibitors, and transport can be enhanced by other drugs. AIDS. 2002 Nov 22;16(17):2295-301. [PubMed:12441801 ]

Enzyme Details

3. Multidrug resistance-associated protein 1

General function:: Involved in ATP binding
Specific function:: Mediates export of organic anions and drugs from the cytoplasm. Mediates ATP-dependent transport of glutathione and glutathione conjugates, leukotriene C4, estradiol-17-beta-o- glucuronide, methotrexate, antiviral drugs and other xenobiotics. Confers resistance to anticancer drugs. Hydrolyzes ATP with low efficiency
Gene Name:: ABCC1
Uniprot ID:: P33527
Molecular weight:: 171589.5

References

Perloff MD, Von Moltke LL, Marchand JE, Greenblatt DJ: Ritonavir induces P-glycoprotein expression, multidrug resistance-associated protein (MRP1) expression, and drug transporter-mediated activity in a human intestinal cell line. J Pharm Sci. 2001 Nov;90(11):1829-37. [PubMed:11745741 ]
Olson DP, Scadden DT, D'Aquila RT, De Pasquale MP: The protease inhibitor ritonavir inhibits the functional activity of the multidrug resistance related-protein 1 (MRP-1). AIDS. 2002 Sep 6;16(13):1743-7. [PubMed:12218384 ]

Enzyme Details

4. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Perloff MD, Von Moltke LL, Marchand JE, Greenblatt DJ: Ritonavir induces P-glycoprotein expression, multidrug resistance-associated protein (MRP1) expression, and drug transporter-mediated activity in a human intestinal cell line. J Pharm Sci. 2001 Nov;90(11):1829-37. [PubMed:11745741 ]
Choo EF, Leake B, Wandel C, Imamura H, Wood AJ, Wilkinson GR, Kim RB: Pharmacological inhibition of P-glycoprotein transport enhances the distribution of HIV-1 protease inhibitors into brain and testes. Drug Metab Dispos. 2000 Jun;28(6):655-60. [PubMed:10820137 ]
Kumar S, Kwei GY, Poon GK, Iliff SA, Wang Y, Chen Q, Franklin RB, Didolkar V, Wang RW, Yamazaki M, Chiu SH, Lin JH, Pearson PG, Baillie TA: Pharmacokinetics and interactions of a novel antagonist of chemokine receptor 5 (CCR5) with ritonavir in rats and monkeys: role of CYP3A and P-glycoprotein. J Pharmacol Exp Ther. 2003 Mar;304(3):1161-71. [PubMed:12604693 ]
Schwab D, Fischer H, Tabatabaei A, Poli S, Huwyler J: Comparison of in vitro P-glycoprotein screening assays: recommendations for their use in drug discovery. J Med Chem. 2003 Apr 24;46(9):1716-25. [PubMed:12699389 ]
Yamazaki M, Neway WE, Ohe T, Chen I, Rowe JF, Hochman JH, Chiba M, Lin JH: In vitro substrate identification studies for p-glycoprotein-mediated transport: species difference and predictability of in vivo results. J Pharmacol Exp Ther. 2001 Mar;296(3):723-35. [PubMed:11181899 ]
Huisman MT, Smit JW, Wiltshire HR, Hoetelmans RM, Beijnen JH, Schinkel AH: P-glycoprotein limits oral availability, brain, and fetal penetration of saquinavir even with high doses of ritonavir. Mol Pharmacol. 2001 Apr;59(4):806-13. [PubMed:11259625 ]
Troutman MD, Thakker DR: Novel experimental parameters to quantify the modulation of absorptive and secretory transport of compounds by P-glycoprotein in cell culture models of intestinal epithelium. Pharm Res. 2003 Aug;20(8):1210-24. [PubMed:12948019 ]
Adachi Y, Suzuki H, Sugiyama Y: Comparative studies on in vitro methods for evaluating in vivo function of MDR1 P-glycoprotein. Pharm Res. 2001 Dec;18(12):1660-8. [PubMed:11785684 ]

Enzyme Details

5. ATP-binding cassette sub-family G member 2

General function:: Involved in ATP binding
Specific function:: Xenobiotic transporter that may play an important role in the exclusion of xenobiotics from the brain. May be involved in brain-to-blood efflux. Appears to play a major role in the multidrug resistance phenotype of several cancer cell lines. When overexpressed, the transfected cells become resistant to mitoxantrone, daunorubicin and doxorubicin, display diminished intracellular accumulation of daunorubicin, and manifest an ATP- dependent increase in the efflux of rhodamine 123
Gene Name:: ABCG2
Uniprot ID:: Q9UNQ0
Molecular weight:: 72313.5

References

Gupta A, Zhang Y, Unadkat JD, Mao Q: HIV protease inhibitors are inhibitors but not substrates of the human breast cancer resistance protein (BCRP/ABCG2). J Pharmacol Exp Ther. 2004 Jul;310(1):334-41. Epub 2004 Mar 8. [PubMed:15007102 ]

Enzyme Details

6. Solute carrier organic anion transporter family member 1A2

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as sulfobromophthalein (BSP) and conjugated (taurocholate) and unconjugated (cholate) bile acids
Gene Name:: SLCO1A2
Uniprot ID:: P46721
Molecular weight:: 74144.1

References

Cvetkovic M, Leake B, Fromm MF, Wilkinson GR, Kim RB: OATP and P-glycoprotein transporters mediate the cellular uptake and excretion of fexofenadine. Drug Metab Dispos. 1999 Aug;27(8):866-71. [PubMed:10421612 ]

Only showing the first 10 proteins. There are 16 proteins in total.

Show all enzymes and transporters

Showing metabocard for Ritonavir (HMDB0014646)

MOL for HMDB0014646 (Ritonavir)

3D MOL for HMDB0014646 (Ritonavir)

3D SDF for HMDB0014646 (Ritonavir)

3D-SDF for HMDB0014646 (Ritonavir)

PDB for HMDB0014646 (Ritonavir)

3D PDB for HMDB0014646 (Ritonavir)

SMILES for HMDB0014646 (Ritonavir)

INCHI for HMDB0014646 (Ritonavir)

Structure for HMDB0014646 (Ritonavir)

3D Structure for HMDB0014646 (Ritonavir)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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Transporters

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