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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (7)transporters (1) Show 8 proteins XML

enzymes (7)transporters (1) Show 8 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 02:51:44 UTC

HMDB ID

HMDB0014775

Secondary Accession Numbers

HMDB14775

Metabolite Identification

Common Name

Astemizole

Description

Astemizole, also known as astemison or hismanal, belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds). Astemizole is a very strong basic compound (based on its pKa). In humans, astemizole is involved in astemizole h1-antihistamine action. Astemizole is a potentially toxic compound. A piperidine compound having a 2-(4-methoxyphenyl)ethyl group at the 1-position and an N-amino group at the 4-position.

Structure

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

637
  Mrv0541 02231214502D          

 34 38  0  0  0  0            999 V2000
    1.9121    4.8101    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.2913   -4.8101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4037   -1.2377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1662    0.9058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597    1.5697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597    0.2418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5787    0.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1662   -0.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4037    0.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5787   -1.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8162   -0.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8162   -1.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6412   -1.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3412    0.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0537   -2.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159    2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5650    2.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8788   -2.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6412   -3.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2913   -3.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0537   -4.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7577    2.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8213    3.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8788   -4.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2067    3.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2703    4.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4630    4.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1163   -4.8101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 33  1  0  0  0  0
  2 30  1  0  0  0  0
  2 34  1  0  0  0  0
  3 10  1  0  0  0  0
  3 11  1  0  0  0  0
  3 12  1  0  0  0  0
  4  7  1  0  0  0  0
  4 14  1  0  0  0  0
  5 14  1  0  0  0  0
  5 16  1  0  0  0  0
  5 17  1  0  0  0  0
  6 14  2  0  0  0  0
  6 18  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 15  1  0  0  0  0
 15 21  2  0  0  0  0
 15 22  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  2  0  0  0  0
 17 20  1  0  0  0  0
 18 23  2  0  0  0  0
 19 24  1  0  0  0  0
 20 28  2  0  0  0  0
 20 29  1  0  0  0  0
 21 26  1  0  0  0  0
 22 27  2  0  0  0  0
 23 25  1  0  0  0  0
 24 25  2  0  0  0  0
 26 30  2  0  0  0  0
 27 30  1  0  0  0  0
 28 31  1  0  0  0  0
 29 32  2  0  0  0  0
 31 33  2  0  0  0  0
 32 33  1  0  0  0  0
M  END

HMDB0014775
     RDKit          3D
Astemizole
 65 69  0  0  0  0  0  0  0  0999 V2000
   -8.0831    2.4210   -0.7925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1496    1.0356   -0.5138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1238    0.4021    0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1696   -0.9468    0.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1214   -1.5432    1.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0355   -0.8159    1.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9372   -1.4421    2.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8361   -1.9792    1.4598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1908   -0.9944    0.6451 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4274   -0.0340    1.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0295    0.0309    0.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0496    0.2136   -0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3648    0.4984   -1.1034 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4654   -0.3717   -0.9268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3738   -1.5436   -0.2781 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873   -2.1509   -0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9819   -3.3636    0.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -3.7371    0.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1563   -2.9118   -0.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313   -1.7050   -1.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4194   -1.2935   -0.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7136   -0.1893   -1.3629 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2929    0.9138   -2.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8238    1.9589   -1.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0892    1.9180   -0.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5293    2.9143    0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7479    3.9861    0.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2085    4.9560    1.3830 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4698    4.0425    0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0355    3.0246   -0.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5243   -1.0267   -1.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8748   -1.3760   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0034    0.5250    1.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0441    1.1436    0.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8915    2.9644    0.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2214    2.6366   -1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0268    2.7940   -1.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0335   -1.4968    0.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2255   -2.6041    1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3179   -2.3140    2.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5008   -0.7526    3.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0943   -2.4572    2.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2900   -2.7353    0.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4600   -0.1781    2.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8452    0.9910    1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4518    0.9316    1.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5991   -0.8666    1.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6247    1.0602   -0.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5211    1.3879   -1.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292   -4.0349    0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6771   -4.6797    0.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2029   -3.1959   -0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4127   -1.0485   -1.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1164    0.5651   -2.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5140    1.3963   -2.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7591    1.1328   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5467    2.8781    0.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8217    4.8484    0.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0358    3.1112   -1.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1577   -1.8648   -1.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6066   -0.8656   -2.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9834   -2.4984   -0.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6607   -0.9884   -1.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1902    1.1344    1.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0151    2.1892    0.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 12 31  1  0
 31 32  1  0
  6 33  1  0
 33 34  2  0
 34  3  1  0
 32  9  1  0
 22 14  1  0
 30 24  1  0
 21 16  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  5 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 13 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 23 54  1  0
 23 55  1  0
 25 56  1  0
 26 57  1  0
 29 58  1  0
 30 59  1  0
 31 60  1  0
 31 61  1  0
 32 62  1  0
 32 63  1  0
 33 64  1  0
 34 65  1  0
M  END

637
  Mrv0541 02231214502D          

 34 38  0  0  0  0            999 V2000
    1.9121    4.8101    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.2913   -4.8101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4037   -1.2377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1662    0.9058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597    1.5697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597    0.2418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5787    0.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1662   -0.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4037    0.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5787   -1.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8162   -0.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8162   -1.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6412   -1.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3412    0.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0537   -2.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159    2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5650    2.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8788   -2.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6412   -3.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2913   -3.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0537   -4.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7577    2.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8213    3.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8788   -4.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2067    3.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2703    4.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4630    4.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1163   -4.8101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 33  1  0  0  0  0
  2 30  1  0  0  0  0
  2 34  1  0  0  0  0
  3 10  1  0  0  0  0
  3 11  1  0  0  0  0
  3 12  1  0  0  0  0
  4  7  1  0  0  0  0
  4 14  1  0  0  0  0
  5 14  1  0  0  0  0
  5 16  1  0  0  0  0
  5 17  1  0  0  0  0
  6 14  2  0  0  0  0
  6 18  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 15  1  0  0  0  0
 15 21  2  0  0  0  0
 15 22  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  2  0  0  0  0
 17 20  1  0  0  0  0
 18 23  2  0  0  0  0
 19 24  1  0  0  0  0
 20 28  2  0  0  0  0
 20 29  1  0  0  0  0
 21 26  1  0  0  0  0
 22 27  2  0  0  0  0
 23 25  1  0  0  0  0
 24 25  2  0  0  0  0
 26 30  2  0  0  0  0
 27 30  1  0  0  0  0
 28 31  1  0  0  0  0
 29 32  2  0  0  0  0
 31 33  2  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014775

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(CCN2CCC(CC2)NC2=NC3=CC=CC=C3N2CC2=CC=C(F)C=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H31FN4O/c1-34-25-12-8-21(9-13-25)14-17-32-18-15-24(16-19-32)30-28-31-26-4-2-3-5-27(26)33(28)20-22-6-10-23(29)11-7-22/h2-13,24H,14-20H2,1H3,(H,30,31)

> <INCHI_KEY>
GXDALQBWZGODGZ-UHFFFAOYSA-N

> <FORMULA>
C28H31FN4O

> <MOLECULAR_WEIGHT>
458.5703

> <EXACT_MASS>
458.248189839

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
52.07564222487272

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(4-fluorophenyl)methyl]-N-{1-[2-(4-methoxyphenyl)ethyl]piperidin-4-yl}-1H-1,3-benzodiazol-2-amine

> <ALOGPS_LOGP>
5.92

> <JCHEM_LOGP>
5.389652434333334

> <ALOGPS_LOGS>
-5.58

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.750819752026988

> <JCHEM_POLAR_SURFACE_AREA>
42.32

> <JCHEM_REFRACTIVITY>
135.64320000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.20e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
astemizole

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014775
     RDKit          3D
Astemizole
 65 69  0  0  0  0  0  0  0  0999 V2000
   -8.0831    2.4210   -0.7925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1496    1.0356   -0.5138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1238    0.4021    0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1696   -0.9468    0.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1214   -1.5432    1.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0355   -0.8159    1.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9372   -1.4421    2.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8361   -1.9792    1.4598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1908   -0.9944    0.6451 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4274   -0.0340    1.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0295    0.0309    0.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0496    0.2136   -0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3648    0.4984   -1.1034 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4654   -0.3717   -0.9268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3738   -1.5436   -0.2781 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873   -2.1509   -0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9819   -3.3636    0.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -3.7371    0.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1563   -2.9118   -0.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313   -1.7050   -1.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4194   -1.2935   -0.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7136   -0.1893   -1.3629 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2929    0.9138   -2.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8238    1.9589   -1.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0892    1.9180   -0.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5293    2.9143    0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7479    3.9861    0.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2085    4.9560    1.3830 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4698    4.0425    0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0355    3.0246   -0.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5243   -1.0267   -1.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8748   -1.3760   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0034    0.5250    1.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0441    1.1436    0.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8915    2.9644    0.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2214    2.6366   -1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0268    2.7940   -1.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0335   -1.4968    0.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2255   -2.6041    1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3179   -2.3140    2.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5008   -0.7526    3.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0943   -2.4572    2.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2900   -2.7353    0.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4600   -0.1781    2.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8452    0.9910    1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4518    0.9316    1.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5991   -0.8666    1.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6247    1.0602   -0.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5211    1.3879   -1.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292   -4.0349    0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6771   -4.6797    0.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2029   -3.1959   -0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4127   -1.0485   -1.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1164    0.5651   -2.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5140    1.3963   -2.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7591    1.1328   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5467    2.8781    0.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8217    4.8484    0.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0358    3.1112   -1.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1577   -1.8648   -1.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6066   -0.8656   -2.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9834   -2.4984   -0.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6607   -0.9884   -1.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1902    1.1344    1.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0151    2.1892    0.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 12 31  1  0
 31 32  1  0
  6 33  1  0
 33 34  2  0
 34  3  1  0
 32  9  1  0
 22 14  1  0
 30 24  1  0
 21 16  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  5 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 13 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 23 54  1  0
 23 55  1  0
 25 56  1  0
 26 57  1  0
 29 58  1  0
 30 59  1  0
 31 60  1  0
 31 61  1  0
 32 62  1  0
 32 63  1  0
 33 64  1  0
 34 65  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 637                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  F   UNK     0       3.569   8.979   0.000  0.00  0.00           F+0
HETATM    2  O   UNK     0      17.344  -8.979   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      11.954  -2.310   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       9.644   1.691   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       7.205   2.930   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       7.205   0.451   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      10.414   0.357   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.644  -0.977   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.954   0.357   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.414  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.724  -0.977   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.724  -3.644   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.264  -3.644   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.104   1.691   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.034  -4.978   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.748   2.461   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.683   4.394   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.748   0.921   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.414   3.231   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.655   5.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.574  -4.978   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.264  -6.312   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.414   0.151   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.080   2.461   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.080   0.921   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.344  -6.312   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.034  -7.645   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.148   5.223   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.133   7.004   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.574  -7.645   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.119   6.369   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.105   8.150   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.598   7.833   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      18.884  -8.979   0.000  0.00  0.00           C+0
CONECT    1   33                                                            
CONECT    2   30   34                                                       
CONECT    3   10   11   12                                                  
CONECT    4    7   14                                                       
CONECT    5   14   16   17                                                  
CONECT    6   14   18                                                       
CONECT    7    4    8    9                                                  
CONECT    8    7   10                                                       
CONECT    9    7   11                                                       
CONECT   10    3    8                                                       
CONECT   11    3    9                                                       
CONECT   12    3   13                                                       
CONECT   13   12   15                                                       
CONECT   14    4    5    6                                                  
CONECT   15   13   21   22                                                  
CONECT   16    5   18   19                                                  
CONECT   17    5   20                                                       
CONECT   18    6   16   23                                                  
CONECT   19   16   24                                                       
CONECT   20   17   28   29                                                  
CONECT   21   15   26                                                       
CONECT   22   15   27                                                       
CONECT   23   18   25                                                       
CONECT   24   19   25                                                       
CONECT   25   23   24                                                       
CONECT   26   21   30                                                       
CONECT   27   22   30                                                       
CONECT   28   20   31                                                       
CONECT   29   20   32                                                       
CONECT   30    2   26   27                                                  
CONECT   31   28   33                                                       
CONECT   32   29   33                                                       
CONECT   33    1   31   32                                                  
CONECT   34    2                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

COMPND    HMDB0014775
HETATM    1  C1  UNL     1      -8.083   2.421  -0.793  1.00  0.00           C  
HETATM    2  O1  UNL     1      -8.150   1.036  -0.514  1.00  0.00           O  
HETATM    3  C2  UNL     1      -7.124   0.402   0.183  1.00  0.00           C  
HETATM    4  C3  UNL     1      -7.170  -0.947   0.465  1.00  0.00           C  
HETATM    5  C4  UNL     1      -6.121  -1.543   1.165  1.00  0.00           C  
HETATM    6  C5  UNL     1      -5.036  -0.816   1.586  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.937  -1.442   2.321  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.836  -1.979   1.460  1.00  0.00           C  
HETATM    9  N1  UNL     1      -2.191  -0.994   0.645  1.00  0.00           N  
HETATM   10  C8  UNL     1      -1.427  -0.034   1.310  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.029   0.031   0.924  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.050   0.214  -0.590  1.00  0.00           C  
HETATM   13  N2  UNL     1       1.365   0.498  -1.103  1.00  0.00           N  
HETATM   14  C11 UNL     1       2.465  -0.372  -0.927  1.00  0.00           C  
HETATM   15  N3  UNL     1       2.374  -1.544  -0.278  1.00  0.00           N  
HETATM   16  C12 UNL     1       3.587  -2.151  -0.286  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.982  -3.364   0.246  1.00  0.00           C  
HETATM   18  C14 UNL     1       5.294  -3.737   0.080  1.00  0.00           C  
HETATM   19  C15 UNL     1       6.156  -2.912  -0.596  1.00  0.00           C  
HETATM   20  C16 UNL     1       5.731  -1.705  -1.116  1.00  0.00           C  
HETATM   21  C17 UNL     1       4.419  -1.293  -0.969  1.00  0.00           C  
HETATM   22  N4  UNL     1       3.714  -0.189  -1.363  1.00  0.00           N  
HETATM   23  C18 UNL     1       4.293   0.914  -2.095  1.00  0.00           C  
HETATM   24  C19 UNL     1       4.824   1.959  -1.175  1.00  0.00           C  
HETATM   25  C20 UNL     1       6.089   1.918  -0.653  1.00  0.00           C  
HETATM   26  C21 UNL     1       6.529   2.914   0.188  1.00  0.00           C  
HETATM   27  C22 UNL     1       5.748   3.986   0.550  1.00  0.00           C  
HETATM   28  F1  UNL     1       6.209   4.956   1.383  1.00  0.00           F  
HETATM   29  C23 UNL     1       4.470   4.043   0.032  1.00  0.00           C  
HETATM   30  C24 UNL     1       4.036   3.025  -0.821  1.00  0.00           C  
HETATM   31  C25 UNL     1      -0.524  -1.027  -1.183  1.00  0.00           C  
HETATM   32  C26 UNL     1      -1.875  -1.376  -0.658  1.00  0.00           C  
HETATM   33  C27 UNL     1      -5.003   0.525   1.298  1.00  0.00           C  
HETATM   34  C28 UNL     1      -6.044   1.144   0.597  1.00  0.00           C  
HETATM   35  H1  UNL     1      -7.892   2.964   0.173  1.00  0.00           H  
HETATM   36  H2  UNL     1      -7.221   2.637  -1.474  1.00  0.00           H  
HETATM   37  H3  UNL     1      -9.027   2.794  -1.223  1.00  0.00           H  
HETATM   38  H4  UNL     1      -8.033  -1.497   0.124  1.00  0.00           H  
HETATM   39  H5  UNL     1      -6.225  -2.604   1.351  1.00  0.00           H  
HETATM   40  H6  UNL     1      -4.318  -2.314   2.927  1.00  0.00           H  
HETATM   41  H7  UNL     1      -3.501  -0.753   3.101  1.00  0.00           H  
HETATM   42  H8  UNL     1      -2.094  -2.457   2.118  1.00  0.00           H  
HETATM   43  H9  UNL     1      -3.290  -2.735   0.774  1.00  0.00           H  
HETATM   44  H10 UNL     1      -1.460  -0.178   2.418  1.00  0.00           H  
HETATM   45  H11 UNL     1      -1.845   0.991   1.119  1.00  0.00           H  
HETATM   46  H12 UNL     1       0.452   0.932   1.393  1.00  0.00           H  
HETATM   47  H13 UNL     1       0.599  -0.867   1.160  1.00  0.00           H  
HETATM   48  H14 UNL     1      -0.625   1.060  -0.834  1.00  0.00           H  
HETATM   49  H15 UNL     1       1.521   1.388  -1.643  1.00  0.00           H  
HETATM   50  H16 UNL     1       3.329  -4.035   0.782  1.00  0.00           H  
HETATM   51  H17 UNL     1       5.677  -4.680   0.473  1.00  0.00           H  
HETATM   52  H18 UNL     1       7.203  -3.196  -0.736  1.00  0.00           H  
HETATM   53  H19 UNL     1       6.413  -1.048  -1.662  1.00  0.00           H  
HETATM   54  H20 UNL     1       5.116   0.565  -2.731  1.00  0.00           H  
HETATM   55  H21 UNL     1       3.514   1.396  -2.718  1.00  0.00           H  
HETATM   56  H22 UNL     1       6.759   1.133  -0.878  1.00  0.00           H  
HETATM   57  H23 UNL     1       7.547   2.878   0.606  1.00  0.00           H  
HETATM   58  H24 UNL     1       3.822   4.848   0.277  1.00  0.00           H  
HETATM   59  H25 UNL     1       3.036   3.111  -1.205  1.00  0.00           H  
HETATM   60  H26 UNL     1       0.158  -1.865  -1.036  1.00  0.00           H  
HETATM   61  H27 UNL     1      -0.607  -0.866  -2.285  1.00  0.00           H  
HETATM   62  H28 UNL     1      -1.983  -2.498  -0.739  1.00  0.00           H  
HETATM   63  H29 UNL     1      -2.661  -0.988  -1.364  1.00  0.00           H  
HETATM   64  H30 UNL     1      -4.190   1.134   1.598  1.00  0.00           H  
HETATM   65  H31 UNL     1      -6.015   2.189   0.375  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3
CONECT    3    4    4   34
CONECT    4    5   38
CONECT    5    6    6   39
CONECT    6    7   33
CONECT    7    8   40   41
CONECT    8    9   42   43
CONECT    9   10   32
CONECT   10   11   44   45
CONECT   11   12   46   47
CONECT   12   13   31   48
CONECT   13   14   49
CONECT   14   15   15   22
CONECT   15   16
CONECT   16   17   17   21
CONECT   17   18   50
CONECT   18   19   19   51
CONECT   19   20   52
CONECT   20   21   21   53
CONECT   21   22
CONECT   22   23
CONECT   23   24   54   55
CONECT   24   25   25   30
CONECT   25   26   56
CONECT   26   27   27   57
CONECT   27   28   29
CONECT   29   30   30   58
CONECT   30   59
CONECT   31   32   60   61
CONECT   32   62   63
CONECT   33   34   34   64
CONECT   34   65
END

HMDB0014775
     RDKit          3D
Astemizole
 65 69  0  0  0  0  0  0  0  0999 V2000
   -8.0831    2.4210   -0.7925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1496    1.0356   -0.5138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1238    0.4021    0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1696   -0.9468    0.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1214   -1.5432    1.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0355   -0.8159    1.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9372   -1.4421    2.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8361   -1.9792    1.4598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1908   -0.9944    0.6451 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4274   -0.0340    1.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0295    0.0309    0.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0496    0.2136   -0.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3648    0.4984   -1.1034 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4654   -0.3717   -0.9268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3738   -1.5436   -0.2781 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873   -2.1509   -0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9819   -3.3636    0.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -3.7371    0.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1563   -2.9118   -0.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313   -1.7050   -1.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4194   -1.2935   -0.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7136   -0.1893   -1.3629 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2929    0.9138   -2.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8238    1.9589   -1.1750 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0892    1.9180   -0.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5293    2.9143    0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7479    3.9861    0.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2085    4.9560    1.3830 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4698    4.0425    0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0355    3.0246   -0.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5243   -1.0267   -1.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8748   -1.3760   -0.6579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0034    0.5250    1.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0441    1.1436    0.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8915    2.9644    0.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2214    2.6366   -1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0268    2.7940   -1.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0335   -1.4968    0.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2255   -2.6041    1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3179   -2.3140    2.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5008   -0.7526    3.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0943   -2.4572    2.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2900   -2.7353    0.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4600   -0.1781    2.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8452    0.9910    1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4518    0.9316    1.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5991   -0.8666    1.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6247    1.0602   -0.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5211    1.3879   -1.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292   -4.0349    0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6771   -4.6797    0.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2029   -3.1959   -0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4127   -1.0485   -1.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1164    0.5651   -2.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5140    1.3963   -2.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7591    1.1328   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5467    2.8781    0.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8217    4.8484    0.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0358    3.1112   -1.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1577   -1.8648   -1.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6066   -0.8656   -2.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9834   -2.4984   -0.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6607   -0.9884   -1.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1902    1.1344    1.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0151    2.1892    0.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 12 31  1  0
 31 32  1  0
  6 33  1  0
 33 34  2  0
 34  3  1  0
 32  9  1  0
 22 14  1  0
 30 24  1  0
 21 16  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  5 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  0
 13 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 23 54  1  0
 23 55  1  0
 25 56  1  0
 26 57  1  0
 29 58  1  0
 30 59  1  0
 31 60  1  0
 31 61  1  0
 32 62  1  0
 32 63  1  0
 33 64  1  0
 34 65  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(p-Fluorobenzyl)-2-((1-(2-(p-methoxyphenyl)ethyl)piperid-4-yl)amino)benzimidazole	ChEBI
1-(p-Fluorobenzyl)-2-((1-(p-methoxyphenethyl)-4-piperidyl)amino)benzimidazole	ChEBI
Astemison	ChEBI
Astemizol	ChEBI
Astemizolum	ChEBI
Hismanal	Kegg
Alonga brand OF astemizole	HMDB
Astemizole alacan brand	HMDB
Astemizole byk brand	HMDB
Astemizole diba brand	HMDB
Astemizole esteve brand	HMDB
Astemizole senosiain brand	HMDB
Astemizole ratiopharm brand	HMDB
Esteve brand OF astemizole	HMDB
Fustery brand OF astemizole	HMDB
Histaminos	HMDB
ICN brand OF astemizole	HMDB
Rifedot	HMDB
Rimbol	HMDB
Senosiain brand OF astemizole	HMDB
Smaller brand OF astemizole	HMDB
Alonga, astemizol	HMDB
Astemina	HMDB
Astemizol alonga	HMDB
Astemizole icn brand	HMDB
Astemizole medinsa brand	HMDB
Astemizole merck brand	HMDB
Astemizole smaller brand	HMDB
Astemizole urbion brand	HMDB
Astemizole vita brand	HMDB
Astesen	HMDB
Hubermizol	HMDB
Laridal	HMDB
Lesvi brand OF astemizole	HMDB
Reig jofre brand OF astemizole	HMDB
Romadin	HMDB
Urbion brand OF astemizole	HMDB
Ratiopharm brand OF astemizole	HMDB
Ratiopharm, astemizol	HMDB
Astemizole alonga brand	HMDB
Astemizole elfar brand	HMDB
Astemizole fustery brand	HMDB
Astemizole janssen brand	HMDB
Astemizole lesvi brand	HMDB
Astemizole mcneil brand	HMDB
Astemizole septa brand	HMDB
Byk brand OF astemizole	HMDB
Diba brand OF astemizole	HMDB
Elfar brand OF astemizole	HMDB
Emdar	HMDB
Fustermizol	HMDB
McNeil brand OF astemizole	HMDB
Merck brand OF astemizole	HMDB
Simprox	HMDB
Urdrim	HMDB
Alacan brand OF astemizole	HMDB
Alermizol	HMDB
Astemizol ratiopharm	HMDB
Esmacen	HMDB
Janssen brand OF astemizole	HMDB
Medinsa brand OF astemizole	HMDB
Paralergin	HMDB
Retolen	HMDB
Septa brand OF astemizole	HMDB
Vita brand OF astemizole	HMDB

Chemical Formula

C₂₈H₃₁FN₄O

Average Molecular Weight

458.5703

Monoisotopic Molecular Weight

458.248189839

IUPAC Name

1-[(4-fluorophenyl)methyl]-N-{1-[2-(4-methoxyphenyl)ethyl]piperidin-4-yl}-1H-1,3-benzodiazol-2-amine

Traditional Name

astemizole

CAS Registry Number

68844-77-9

SMILES

COC1=CC=C(CCN2CCC(CC2)NC2=NC3=CC=CC=C3N2CC2=CC=C(F)C=C2)C=C1

InChI Identifier

InChI=1S/C28H31FN4O/c1-34-25-12-8-21(9-13-25)14-17-32-18-15-24(16-19-32)30-28-31-26-4-2-3-5-27(26)33(28)20-22-6-10-23(29)11-7-22/h2-13,24H,14-20H2,1H3,(H,30,31)

InChI Key

GXDALQBWZGODGZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzimidazoles

Sub Class

Not Available

Direct Parent

Benzimidazoles

Alternative Parents

Substituents

Benzimidazole
Phenethylamine
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Alkyl aryl ether
Fluorobenzene
Halobenzene
Aralkylamine
Piperidine
Benzenoid
Aryl fluoride
Aryl halide
N-substituted imidazole
Monocyclic benzene moiety
Heteroaromatic compound
Azole
Imidazole
Tertiary aliphatic amine
Tertiary amine
Azacycle
Ether
Hydrocarbon derivative
Amine
Organic oxygen compound
Organic nitrogen compound
Organohalogen compound
Organofluoride
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

piperidines (CHEBI:2896 )
benzimidazoles (CHEBI:2896 )

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

Membrane (HMDB: HMDB0014775)

Source

Exogenous

Exogenous (HMDB: HMDB0014775)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Astemizole H1-Antihistamine Action (PathBank: SMP0059897)

Role

Industrial application

H1-receptor antagonist (HMDB: HMDB0014775)
Anti-allergic agent (HMDB: HMDB0014775)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	149.1 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0012 g/L	Not Available
LogP	5.8	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0012 g/L	ALOGPS
logP	5.92	ALOGPS
logP	5.39	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Basic)	8.75	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	42.32 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	135.64 m³·mol⁻¹	ChemAxon
Polarizability	52.08 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	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]+	208.115	30932474
DeepCCS	[M-H]-	205.757	30932474
DeepCCS	[M-2H]-	238.829	30932474
DeepCCS	[M+Na]+	214.208	30932474
AllCCS	[M+H]+	215.1	32859911
AllCCS	[M+H-H2O]+	213.2	32859911
AllCCS	[M+NH4]+	216.9	32859911
AllCCS	[M+Na]+	217.4	32859911
AllCCS	[M-H]-	205.7	32859911
AllCCS	[M+Na-2H]-	205.9	32859911
AllCCS	[M+HCOO]-	206.3	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.	6.1 minutes	32390414
Predicted by Siyang on May 30, 2022	11.702 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.69 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	73.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1226.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	205.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	214.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	191.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	132.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	452.4 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	469.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	639.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	905.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	415.8 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	920.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	263.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	342.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	405.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	442.5 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	7.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Astemizole	COC1=CC=C(CCN2CCC(CC2)NC2=NC3=CC=CC=C3N2CC2=CC=C(F)C=C2)C=C1	5165.1	Standard polar	33892256
Astemizole	COC1=CC=C(CCN2CCC(CC2)NC2=NC3=CC=CC=C3N2CC2=CC=C(F)C=C2)C=C1	3655.3	Standard non polar	33892256
Astemizole	COC1=CC=C(CCN2CCC(CC2)NC2=NC3=CC=CC=C3N2CC2=CC=C(F)C=C2)C=C1	3947.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Astemizole,1TMS,isomer #1	COC1=CC=C(CCN2CCC(N(C3=NC4=CC=CC=C4N3CC3=CC=C(F)C=C3)[Si](C)(C)C)CC2)C=C1	3820.7	Semi standard non polar	33892256
Astemizole,1TMS,isomer #1	COC1=CC=C(CCN2CCC(N(C3=NC4=CC=CC=C4N3CC3=CC=C(F)C=C3)[Si](C)(C)C)CC2)C=C1	3431.0	Standard non polar	33892256
Astemizole,1TMS,isomer #1	COC1=CC=C(CCN2CCC(N(C3=NC4=CC=CC=C4N3CC3=CC=C(F)C=C3)[Si](C)(C)C)CC2)C=C1	4880.0	Standard polar	33892256
Astemizole,1TBDMS,isomer #1	COC1=CC=C(CCN2CCC(N(C3=NC4=CC=CC=C4N3CC3=CC=C(F)C=C3)[Si](C)(C)C(C)(C)C)CC2)C=C1	4020.1	Semi standard non polar	33892256
Astemizole,1TBDMS,isomer #1	COC1=CC=C(CCN2CCC(N(C3=NC4=CC=CC=C4N3CC3=CC=C(F)C=C3)[Si](C)(C)C(C)(C)C)CC2)C=C1	3588.7	Standard non polar	33892256
Astemizole,1TBDMS,isomer #1	COC1=CC=C(CCN2CCC(N(C3=NC4=CC=CC=C4N3CC3=CC=C(F)C=C3)[Si](C)(C)C(C)(C)C)CC2)C=C1	4887.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Astemizole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1922000000-2742ecd8a8c6af4db428	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Astemizole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Astemizole 10V, Positive-QTOF	splash10-0a4i-0110900000-7c47b2813568251daf1e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Astemizole 20V, Positive-QTOF	splash10-052r-1947600000-b67040fd618da0f36a6a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Astemizole 40V, Positive-QTOF	splash10-0016-2940000000-e1a0cda3eae5d6bc1cf6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Astemizole 10V, Negative-QTOF	splash10-0a4i-0010900000-e80e4e306be153aeab7c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Astemizole 20V, Negative-QTOF	splash10-0abc-0145900000-d00ee25e0101b4beb25a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Astemizole 40V, Negative-QTOF	splash10-01qd-3893000000-dae89e0c7d17da3e1c78	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Astemizole 10V, Positive-QTOF	splash10-0a4i-0000900000-416ae1ceda818e4c922c	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Astemizole 20V, Positive-QTOF	splash10-0a4i-0200900000-3d85252f27ae2ba0258e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Astemizole 40V, Positive-QTOF	splash10-0570-1624900000-4ea28e09b60d7c3b3618	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Astemizole 10V, Negative-QTOF	splash10-0a4i-0000900000-afe434091fa2787a5ed5	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Astemizole 20V, Negative-QTOF	splash10-0a4i-0000900000-142d31f8c19fb007efb7	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Astemizole 40V, Negative-QTOF	splash10-0a59-0794800000-0f835aeecbc38bc493f2	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Astemizole H1-Antihistamine Action		Not Available

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 DB00637	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00637	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00637

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2160

KEGG Compound ID

C06832

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Astemizole

METLIN ID

Not Available

PubChem Compound

2247

PDB ID

Not Available

ChEBI ID

2896

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

Wang X, Hockerman GH, Green HW 3rd, Babbs CF, Mohammad SI, Gerrard D, Latour MA, London B, Hannon KM, Pond AL: Merg1a K+ channel induces skeletal muscle atrophy by activating the ubiquitin proteasome pathway. FASEB J. 2006 Jul;20(9):1531-3. Epub 2006 May 24. [PubMed:16723379 ]
Chong CR, Chen X, Shi L, Liu JO, Sullivan DJ Jr: A clinical drug library screen identifies astemizole as an antimalarial agent. Nat Chem Biol. 2006 Aug;2(8):415-6. Epub 2006 Jul 2. [PubMed:16816845 ]

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

Nicolas JM, Whomsley R, Collart P, Roba J: In vitro inhibition of human liver drug metabolizing enzymes by second generation antihistamines. Chem Biol Interact. 1999 Nov 15;123(1):63-79. [PubMed:10597902 ]
Matsumoto S, Yamazoe Y: Involvement of multiple human cytochromes P450 in the liver microsomal metabolism of astemizole and a comparison with terfenadine. Br J Clin Pharmacol. 2001 Feb;51(2):133-42. [PubMed:11259984 ]
Cvetkovic RS, Goa KL: Lopinavir/ritonavir: a review of its use in the management of HIV infection. Drugs. 2003;63(8):769-802. [PubMed:12662125 ]
Goto A, Adachi Y, Inaba A, Nakajima H, Kobayashi H, Sakai K: Identification of human p450 isoforms involved in the metabolism of the antiallergic drug, oxatomide, and its inhibitory effect on enzyme activity. Biol Pharm Bull. 2004 May;27(5):684-90. [PubMed:15133245 ]
Goto A, Ueda K, Inaba A, Nakajima H, Kobayashi H, Sakai K: Identification of human P450 isoforms involved in the metabolism of the antiallergic drug, oxatomide, and its kinetic parameters and inhibition constants. Biol Pharm Bull. 2005 Feb;28(2):328-34. [PubMed:15684493 ]
Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
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 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

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 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

Enzyme Details

4. 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

Enzyme Details

5. Cytochrome P450 2J2

General function:: Involved in monooxygenase activity
Specific function:: This enzyme metabolizes arachidonic acid predominantly via a NADPH-dependent olefin epoxidation to all four regioisomeric cis-epoxyeicosatrienoic acids. One of the predominant enzymes responsible for the epoxidation of endogenous cardiac arachidonic acid pools.
Gene Name:: CYP2J2
Uniprot ID:: P51589
Molecular weight:: 57610.165

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

6. Potassium voltage-gated channel subfamily H member 2

General function:: Involved in ion channel activity
Specific function:: Pore-forming (alpha) subunit of voltage-gated inwardly rectifying potassium channel. Channel properties are modulated by cAMP and subunit assembly. Mediates the rapidly activating component of the delayed rectifying potassium current in heart (IKr). Isoform 3 has no channel activity by itself, but modulates channel characteristics when associated with isoform 1
Gene Name:: KCNH2
Uniprot ID:: Q12809
Molecular weight:: 126653.5

References

Zhou Z, Vorperian VR, Gong Q, Zhang S, January CT: Block of HERG potassium channels by the antihistamine astemizole and its metabolites desmethylastemizole and norastemizole. J Cardiovasc Electrophysiol. 1999 Jun;10(6):836-43. [PubMed:10376921 ]
Chachin M, Katayama Y, Yamada M, Horio Y, Ohmura T, Kitagawa H, Uchida S, Kurachi Y: Epinastine, a nonsedating histamine H1 receptor antagonist, has a negligible effect on HERG channel. Eur J Pharmacol. 1999 Jun 25;374(3):457-60. [PubMed:10422790 ]
Taglialatela M, Castaldo P, Pannaccione A, Giorgio G, Genovese A, Marone G, Annunziato L: Cardiac ion channels and antihistamines: possible mechanisms of cardiotoxicity. Clin Exp Allergy. 1999 Jul;29 Suppl 3:182-9. [PubMed:10444235 ]
Grzelewska-Rzymowska I, Pietrzkowicz M, Gorska M: [The effect of second generation histamine antagonists on the heart]. Pneumonol Alergol Pol. 2001;69(3-4):217-26. [PubMed:11575008 ]
Chiu PJ, Marcoe KF, Bounds SE, Lin CH, Feng JJ, Lin A, Cheng FC, Crumb WJ, Mitchell R: Validation of a [3H]astemizole binding assay in HEK293 cells expressing HERG K+ channels. J Pharmacol Sci. 2004 Jul;95(3):311-9. [PubMed:15272206 ]

Enzyme Details

7. Histamine H1 receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: In peripheral tissues, the H1 subclass of histamine receptors mediates the contraction of smooth muscles, increase in capillary permeability due to contraction of terminal venules, and catecholamine release from adrenal medulla, as well as mediating neurotransmission in the central nervous system
Gene Name:: HRH1
Uniprot ID:: P35367
Molecular weight:: 55783.6

References

Salata JJ, Jurkiewicz NK, Wallace AA, Stupienski RF 3rd, Guinosso PJ Jr, Lynch JJ Jr: Cardiac electrophysiological actions of the histamine H1-receptor antagonists astemizole and terfenadine compared with chlorpheniramine and pyrilamine. Circ Res. 1995 Jan;76(1):110-9. [PubMed:8001268 ]
Howarth PH, Emanuel MB, Holgate ST: Astemizole, a potent histamine H1-receptor antagonist: effect in allergic rhinoconjunctivitis, on antigen and histamine induced skin weal responses and relationship to serum levels. Br J Clin Pharmacol. 1984 Jul;18(1):1-8. [PubMed:6146346 ]
Kaliner MA, Check WA: Non-sedating antihistamines. Allergy Proc. 1988 Nov-Dec;9(6):649-63. [PubMed:3147222 ]
Cavero I, Mestre M, Guillon JM, Heuillet E, Roach AG: Preclinical in vitro cardiac electrophysiology: a method of predicting arrhythmogenic potential of antihistamines in humans? Drug Saf. 1999;21 Suppl 1:19-31; discussion 81-7. [PubMed:10597865 ]
Llenas J, Cardelus I, Heredia A, de Mora F, Gristwood RW: Cardiotoxicity of histamine and the possible role of histamine in the arrhythmogenesis produced by certain antihistamines. Drug Saf. 1999;21 Suppl 1:33-8; discussion 81-7. [PubMed:10597866 ]
Richards DM, Brogden RN, Heel RC, Speight TM, Avery GS: Astemizole. A review of its pharmacodynamic properties and therapeutic efficacy. Drugs. 1984 Jul;28(1):38-61. [PubMed:6204835 ]
Krstenansky PM, Cluxton RJ Jr: Astemizole: a long-acting, nonsedating antihistamine. Drug Intell Clin Pharm. 1987 Dec;21(12):947-53. [PubMed:2892659 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Transporters

Enzyme Details

1. 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

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 ]
Ishikawa M, Fujita R, Takayanagi M, Takayanagi Y, Sasaki K: Reversal of acquired resistance to doxorubicin in K562 human leukemia cells by astemizole. Biol Pharm Bull. 2000 Jan;23(1):112-5. [PubMed:10706423 ]

Showing metabocard for Astemizole (HMDB0014775)

MOL for HMDB0014775 (Astemizole)

3D MOL for HMDB0014775 (Astemizole)

3D SDF for HMDB0014775 (Astemizole)

3D-SDF for HMDB0014775 (Astemizole)

PDB for HMDB0014775 (Astemizole)

3D PDB for HMDB0014775 (Astemizole)

SMILES for HMDB0014775 (Astemizole)

INCHI for HMDB0014775 (Astemizole)

Structure for HMDB0014775 (Astemizole)

3D Structure for HMDB0014775 (Astemizole)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

Transporters

References