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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (10)transporters (1) Show 11 proteins XML

enzymes (10)transporters (1) Show 11 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:38 UTC

HMDB ID

HMDB0014486

Secondary Accession Numbers

HMDB14486

Metabolite Identification

Common Name

Terfenadine

Description

Terfenadine is only found in individuals that have used or taken this drug. In the U.S., Terfenadine was superseded by fexofenadine in the 1990s due to the risk of cardiac arrhythmia caused by QT interval prolongation.Terfenadine competes with histamine for binding at H1-receptor sites in the GI tract, uterus, large blood vessels, and bronchial muscle. This reversible binding of terfenadine to H1-receptors suppresses the formation of edema, flare, and pruritus resulting from histaminic activity. As the drug does not readily cross the blood-brain barrier, CNS depression is minimal.

Structure

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

       
  Mrv1652309201718072D          

 35 38  0  0  0  0            999 V2000
   28.9897  -19.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9897  -20.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7007  -20.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4535  -20.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4535  -19.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7007  -19.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8755  -20.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8755  -19.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1646  -19.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6284  -20.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3394  -20.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3394  -19.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6284  -19.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1646  -18.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8755  -17.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8755  -17.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1646  -16.5873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4535  -17.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4535  -17.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4535  -18.6786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1646  -15.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9174  -15.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6284  -15.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3394  -15.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0505  -15.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3394  -14.4962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0505  -16.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7614  -17.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4725  -16.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4725  -15.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7614  -15.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2253  -17.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9363  -17.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8070  -17.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6435  -16.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  8 13  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
  9 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
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 25 27  2  0  0  0  0
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 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 25 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
M  END

HMDB0014486
     RDKit          3D
Terfenadine
 76 79  0  0  0  0  0  0  0  0999 V2000
    9.2393   -1.0352   -0.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3803    0.1255   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3732    1.0680   -1.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4560    0.2667    1.8001 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1605   -0.7955   -0.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.6527   -1.5396    0.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0667   -0.6291   -1.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1087    0.1146    2.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7681   -0.3214    2.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7009   -1.7805    1.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4712    0.0392    2.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5331   -1.7008   -0.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3546   -0.7443   -1.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3049   -1.8123    0.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2721    0.2302    1.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5070    1.2362    0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2502    1.8074   -0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8935    0.9410   -1.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9292   -1.0053   -1.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8065   -1.9293   -1.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0799    0.0929   -2.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4043   -2.9565   -0.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3501   -4.0464    0.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2623   -2.7702    1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1857   -0.3131    0.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2898    0.8875    0.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9429    1.7837   -2.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9615    4.1636   -2.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0355    5.0259    0.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0940    3.4685    1.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0778    1.0393    1.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1750   -1.1447    1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8817   -2.2078    0.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5759   -0.8363    1.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7298    0.4819    1.8798 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2012   -1.0327   -1.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5304   -0.6098   -1.7470 H   0  0  0  0  0  0  0  0  0  0  0  0
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 32 33  1  0
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 34 75  1  0
 35 76  1  0
M  END

       
  Mrv1652309201718072D          

 35 38  0  0  0  0            999 V2000
   28.9897  -19.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9897  -20.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7007  -20.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4535  -20.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4535  -19.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7007  -19.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8755  -20.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8755  -19.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1646  -19.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6284  -20.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3394  -20.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3394  -19.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.1646  -16.5873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   30.4535  -18.6786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   35.4725  -16.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4725  -15.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.9363  -17.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.6435  -16.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
  9 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 25 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014486

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(C)C1=CC=C(C=C1)C(O)CCCN1CCC(CC1)C(O)(C1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C32H41NO2/c1-31(2,3)26-18-16-25(17-19-26)30(34)15-10-22-33-23-20-29(21-24-33)32(35,27-11-6-4-7-12-27)28-13-8-5-9-14-28/h4-9,11-14,16-19,29-30,34-35H,10,15,20-24H2,1-3H3

> <INCHI_KEY>
GUGOEEXESWIERI-UHFFFAOYSA-N

> <FORMULA>
C32H41NO2

> <MOLECULAR_WEIGHT>
471.6734

> <EXACT_MASS>
471.313729561

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
56.45178022243013

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(4-tert-butylphenyl)-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butan-1-ol

> <ALOGPS_LOGP>
5.89

> <JCHEM_LOGP>
6.4791090759999985

> <ALOGPS_LOGS>
-6.01

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.524962934427215

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.197068104137273

> <JCHEM_PKA_STRONGEST_BASIC>
9.02298591531735

> <JCHEM_POLAR_SURFACE_AREA>
43.7

> <JCHEM_REFRACTIVITY>
146.26740000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.58e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
terfenadine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014486
     RDKit          3D
Terfenadine
 76 79  0  0  0  0  0  0  0  0999 V2000
    9.2393   -1.0352   -0.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3803    0.1255   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9476    0.8709    1.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3732    1.0680   -1.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9764   -0.2139    0.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4753   -0.1389    1.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1469   -0.3817    1.8415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3322   -0.7041    0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -0.8481    1.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4560    0.2667    1.8001 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1605   -0.7955   -0.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6503   -0.8480   -0.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0599    0.2913    0.4507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3736    0.4082    0.3581 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8290    0.8039   -0.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6300   -0.2431   -1.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6715   -0.9161   -0.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9991   -0.2227   -0.9558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2012   -0.3786   -2.3654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1556   -0.9397   -0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1886   -2.3053   -0.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3077   -2.9680    0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3889   -2.2436    0.6806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3346   -0.8660    0.5959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2228   -0.2031    0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0041    1.2050   -0.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9747    2.1491   -1.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9879    3.4806   -1.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0312    3.9581   -0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0626    3.0582    0.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0484    1.6936    0.6511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2753   -1.1513    0.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1914   -0.2741    1.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8086   -0.7884   -0.4959 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1674   -0.5380   -0.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6792   -1.7155   -1.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6527   -1.5396    0.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0667   -0.6291   -1.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8786    1.3948    0.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1405    0.1887    1.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2145    1.6538    1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3042    1.2554   -1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8770    0.6359   -2.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8331    2.0252   -0.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1087    0.1146    2.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7681   -0.3214    2.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7009   -1.7805    1.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4712    0.0392    2.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5331   -1.7008   -0.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5466    0.0534   -0.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3546   -0.7443   -1.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3049   -1.8123    0.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2721    0.2302    1.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5070    1.2362    0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2502    1.8074   -0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8935    0.9410   -1.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9292   -1.0053   -1.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1573    0.2005   -2.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8065   -1.9293   -1.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0799    0.0929   -2.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4043   -2.9565   -0.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3501   -4.0464    0.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2623   -2.7702    1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1857   -0.3131    0.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2898    0.8875    0.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9429    1.7837   -2.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9615    4.1636   -2.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0355    5.0259    0.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0940    3.4685    1.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0778    1.0393    1.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1750   -1.1447    1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8817   -2.2078    0.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5759   -0.8363    1.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7298    0.4819    1.8798 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2012   -1.0327   -1.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5304   -0.6098   -1.7470 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
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 18 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 17 32  1  0
 32 33  1  0
  8 34  1  0
 34 35  2  0
 35  5  1  0
 33 14  1  0
 25 20  1  0
 31 26  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  4 44  1  0
  6 45  1  0
  7 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  0
 16 58  1  0
 17 59  1  0
 19 60  1  0
 21 61  1  0
 22 62  1  0
 23 63  1  0
 24 64  1  0
 25 65  1  0
 27 66  1  0
 28 67  1  0
 29 68  1  0
 30 69  1  0
 31 70  1  0
 32 71  1  0
 32 72  1  0
 33 73  1  0
 33 74  1  0
 34 75  1  0
 35 76  1  0
M  END

HEADER    PROTEIN                                 20-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-SEP-17         0                                  
HETATM    1  C   UNK     0      54.114 -36.428   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      54.114 -37.990   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      55.441 -38.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      56.846 -37.990   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      56.846 -36.428   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      55.441 -35.648   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      59.501 -37.990   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      59.501 -36.428   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      58.174 -35.648   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      60.906 -38.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      62.233 -37.990   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      62.233 -36.428   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      60.906 -35.648   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      58.174 -34.086   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      59.501 -33.305   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      59.501 -31.744   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      58.174 -30.963   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      56.846 -31.744   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      56.846 -33.305   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      56.846 -34.867   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      58.174 -29.402   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      59.579 -28.621   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      60.906 -29.402   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      62.233 -28.621   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      63.561 -29.402   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      62.233 -27.059   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      63.561 -30.963   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      64.888 -31.744   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      66.215 -30.963   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      66.215 -29.402   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      64.888 -28.621   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      67.621 -31.744   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      68.948 -32.524   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      66.840 -33.149   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      68.401 -30.417   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    1                                                       
CONECT    7    8   10                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8    5   14   20                                             
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14    9   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20    9                                                            
CONECT   21   17   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24   27   31                                                  
CONECT   26   24                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30   25                                                       
CONECT   32   29   33   34   35                                             
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   32                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0014486
HETATM    1  C1  UNL     1       9.239  -1.035  -0.383  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.380   0.125  -0.011  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.948   0.871   1.160  1.00  0.00           C  
HETATM    4  C4  UNL     1       8.373   1.068  -1.228  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.976  -0.214   0.306  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.475  -0.139   1.586  1.00  0.00           C  
HETATM    7  C7  UNL     1       5.147  -0.382   1.842  1.00  0.00           C  
HETATM    8  C8  UNL     1       4.332  -0.704   0.771  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.842  -0.848   1.037  1.00  0.00           C  
HETATM   10  O1  UNL     1       2.456   0.267   1.800  1.00  0.00           O  
HETATM   11  C10 UNL     1       2.160  -0.795  -0.278  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.650  -0.848  -0.295  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.060   0.291   0.451  1.00  0.00           C  
HETATM   14  N1  UNL     1      -1.374   0.408   0.358  1.00  0.00           N  
HETATM   15  C13 UNL     1      -1.829   0.804  -0.928  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.630  -0.243  -1.574  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.671  -0.916  -0.728  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.999  -0.223  -0.956  1.00  0.00           C  
HETATM   19  O2  UNL     1      -5.201  -0.379  -2.365  1.00  0.00           O  
HETATM   20  C17 UNL     1      -6.156  -0.940  -0.376  1.00  0.00           C  
HETATM   21  C18 UNL     1      -6.189  -2.305  -0.301  1.00  0.00           C  
HETATM   22  C19 UNL     1      -7.308  -2.968   0.230  1.00  0.00           C  
HETATM   23  C20 UNL     1      -8.389  -2.244   0.681  1.00  0.00           C  
HETATM   24  C21 UNL     1      -8.335  -0.866   0.596  1.00  0.00           C  
HETATM   25  C22 UNL     1      -7.223  -0.203   0.069  1.00  0.00           C  
HETATM   26  C23 UNL     1      -5.004   1.205  -0.638  1.00  0.00           C  
HETATM   27  C24 UNL     1      -4.975   2.149  -1.642  1.00  0.00           C  
HETATM   28  C25 UNL     1      -4.988   3.481  -1.402  1.00  0.00           C  
HETATM   29  C26 UNL     1      -5.031   3.958  -0.127  1.00  0.00           C  
HETATM   30  C27 UNL     1      -5.063   3.058   0.928  1.00  0.00           C  
HETATM   31  C28 UNL     1      -5.048   1.694   0.651  1.00  0.00           C  
HETATM   32  C29 UNL     1      -3.275  -1.151   0.664  1.00  0.00           C  
HETATM   33  C30 UNL     1      -2.191  -0.274   1.231  1.00  0.00           C  
HETATM   34  C31 UNL     1       4.809  -0.788  -0.496  1.00  0.00           C  
HETATM   35  C32 UNL     1       6.167  -0.538  -0.746  1.00  0.00           C  
HETATM   36  H1  UNL     1       8.679  -1.716  -1.066  1.00  0.00           H  
HETATM   37  H2  UNL     1       9.653  -1.540   0.494  1.00  0.00           H  
HETATM   38  H3  UNL     1      10.067  -0.629  -1.035  1.00  0.00           H  
HETATM   39  H4  UNL     1       9.879   1.395   0.905  1.00  0.00           H  
HETATM   40  H5  UNL     1       9.140   0.189   1.984  1.00  0.00           H  
HETATM   41  H6  UNL     1       8.215   1.654   1.449  1.00  0.00           H  
HETATM   42  H7  UNL     1       7.304   1.255  -1.549  1.00  0.00           H  
HETATM   43  H8  UNL     1       8.877   0.636  -2.106  1.00  0.00           H  
HETATM   44  H9  UNL     1       8.833   2.025  -0.982  1.00  0.00           H  
HETATM   45  H10 UNL     1       7.109   0.115   2.403  1.00  0.00           H  
HETATM   46  H11 UNL     1       4.768  -0.321   2.846  1.00  0.00           H  
HETATM   47  H12 UNL     1       2.701  -1.780   1.584  1.00  0.00           H  
HETATM   48  H13 UNL     1       2.471   0.039   2.766  1.00  0.00           H  
HETATM   49  H14 UNL     1       2.533  -1.701  -0.888  1.00  0.00           H  
HETATM   50  H15 UNL     1       2.547   0.053  -0.901  1.00  0.00           H  
HETATM   51  H16 UNL     1       0.355  -0.744  -1.360  1.00  0.00           H  
HETATM   52  H17 UNL     1       0.305  -1.812   0.139  1.00  0.00           H  
HETATM   53  H18 UNL     1       0.272   0.230   1.562  1.00  0.00           H  
HETATM   54  H19 UNL     1       0.507   1.236   0.106  1.00  0.00           H  
HETATM   55  H20 UNL     1      -2.250   1.807  -0.846  1.00  0.00           H  
HETATM   56  H21 UNL     1      -0.894   0.941  -1.560  1.00  0.00           H  
HETATM   57  H22 UNL     1      -1.929  -1.005  -1.998  1.00  0.00           H  
HETATM   58  H23 UNL     1      -3.157   0.201  -2.459  1.00  0.00           H  
HETATM   59  H24 UNL     1      -3.806  -1.929  -1.230  1.00  0.00           H  
HETATM   60  H25 UNL     1      -6.080   0.093  -2.527  1.00  0.00           H  
HETATM   61  H26 UNL     1      -5.404  -2.956  -0.630  1.00  0.00           H  
HETATM   62  H27 UNL     1      -7.350  -4.046   0.297  1.00  0.00           H  
HETATM   63  H28 UNL     1      -9.262  -2.770   1.093  1.00  0.00           H  
HETATM   64  H29 UNL     1      -9.186  -0.313   0.948  1.00  0.00           H  
HETATM   65  H30 UNL     1      -7.290   0.887   0.047  1.00  0.00           H  
HETATM   66  H31 UNL     1      -4.943   1.784  -2.660  1.00  0.00           H  
HETATM   67  H32 UNL     1      -4.961   4.164  -2.249  1.00  0.00           H  
HETATM   68  H33 UNL     1      -5.035   5.026   0.042  1.00  0.00           H  
HETATM   69  H34 UNL     1      -5.094   3.469   1.930  1.00  0.00           H  
HETATM   70  H35 UNL     1      -5.078   1.039   1.513  1.00  0.00           H  
HETATM   71  H36 UNL     1      -4.175  -1.145   1.320  1.00  0.00           H  
HETATM   72  H37 UNL     1      -2.882  -2.208   0.790  1.00  0.00           H  
HETATM   73  H38 UNL     1      -1.576  -0.836   1.977  1.00  0.00           H  
HETATM   74  H39 UNL     1      -2.730   0.482   1.880  1.00  0.00           H  
HETATM   75  H40 UNL     1       4.201  -1.033  -1.362  1.00  0.00           H  
HETATM   76  H41 UNL     1       6.530  -0.610  -1.747  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3    4    5
CONECT    3   39   40   41
CONECT    4   42   43   44
CONECT    5    6    6   35
CONECT    6    7   45
CONECT    7    8    8   46
CONECT    8    9   34
CONECT    9   10   11   47
CONECT   10   48
CONECT   11   12   49   50
CONECT   12   13   51   52
CONECT   13   14   53   54
CONECT   14   15   33
CONECT   15   16   55   56
CONECT   16   17   57   58
CONECT   17   18   32   59
CONECT   18   19   20   26
CONECT   19   60
CONECT   20   21   21   25
CONECT   21   22   61
CONECT   22   23   23   62
CONECT   23   24   63
CONECT   24   25   25   64
CONECT   25   65
CONECT   26   27   27   31
CONECT   27   28   66
CONECT   28   29   29   67
CONECT   29   30   68
CONECT   30   31   31   69
CONECT   31   70
CONECT   32   33   71   72
CONECT   33   73   74
CONECT   34   35   35   75
CONECT   35   76
END

HMDB0014486
     RDKit          3D
Terfenadine
 76 79  0  0  0  0  0  0  0  0999 V2000
    9.2393   -1.0352   -0.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3803    0.1255   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9476    0.8709    1.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3732    1.0680   -1.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9764   -0.2139    0.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4753   -0.1389    1.5857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1469   -0.3817    1.8415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3322   -0.7041    0.7714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -0.8481    1.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4560    0.2667    1.8001 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1605   -0.7955   -0.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6503   -0.8480   -0.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0599    0.2913    0.4507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3736    0.4082    0.3581 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8290    0.8039   -0.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6300   -0.2431   -1.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6715   -0.9161   -0.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9991   -0.2227   -0.9558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2012   -0.3786   -2.3654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1556   -0.9397   -0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1886   -2.3053   -0.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3077   -2.9680    0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3889   -2.2436    0.6806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3346   -0.8660    0.5959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2228   -0.2031    0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0041    1.2050   -0.6379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9747    2.1491   -1.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9879    3.4806   -1.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0312    3.9581   -0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0626    3.0582    0.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0484    1.6936    0.6511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2753   -1.1513    0.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1914   -0.2741    1.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8086   -0.7884   -0.4959 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1674   -0.5380   -0.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6792   -1.7155   -1.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6527   -1.5396    0.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0667   -0.6291   -1.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8786    1.3948    0.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1405    0.1887    1.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2145    1.6538    1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3042    1.2554   -1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8770    0.6359   -2.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8331    2.0252   -0.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1087    0.1146    2.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7681   -0.3214    2.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7009   -1.7805    1.5837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4712    0.0392    2.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5331   -1.7008   -0.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5466    0.0534   -0.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3546   -0.7443   -1.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3049   -1.8123    0.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2721    0.2302    1.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5070    1.2362    0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2502    1.8074   -0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8935    0.9410   -1.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9292   -1.0053   -1.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1573    0.2005   -2.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8065   -1.9293   -1.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0799    0.0929   -2.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4043   -2.9565   -0.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3501   -4.0464    0.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2623   -2.7702    1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1857   -0.3131    0.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2898    0.8875    0.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9429    1.7837   -2.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9615    4.1636   -2.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0355    5.0259    0.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0940    3.4685    1.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0778    1.0393    1.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1750   -1.1447    1.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8817   -2.2078    0.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5759   -0.8363    1.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7298    0.4819    1.8798 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2012   -1.0327   -1.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5304   -0.6098   -1.7470 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
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 18 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 17 32  1  0
 32 33  1  0
  8 34  1  0
 34 35  2  0
 35  5  1  0
 33 14  1  0
 25 20  1  0
 31 26  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  4 44  1  0
  6 45  1  0
  7 46  1  0
  9 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  0
 16 58  1  0
 17 59  1  0
 19 60  1  0
 21 61  1  0
 22 62  1  0
 23 63  1  0
 24 64  1  0
 25 65  1  0
 27 66  1  0
 28 67  1  0
 29 68  1  0
 30 69  1  0
 31 70  1  0
 32 71  1  0
 32 72  1  0
 33 73  1  0
 33 74  1  0
 34 75  1  0
 35 76  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Seldane	Kegg
Ternadin	HMDB
Heumann brand OF terfenadine	HMDB
Merck dura brand OF terfenadine	HMDB
Stadapharm brand OF terfenadine	HMDB
Terfemundin	HMDB
Terfenadin heumann	HMDB
Terfenidine	HMDB
Terfenadin von CT	HMDB
Aliud brand OF terfenadine	HMDB
Cantabria brand OF terfenadine	HMDB
Mundipharma brand OF terfenadine	HMDB
Rapidal	HMDB
Teldane	HMDB
Terfenadin al	HMDB
Triludan	HMDB
CT Arzneimittel brand OF terfenadine	HMDB
Balkis saft spezial	HMDB
Cyater	HMDB
Hisfedin	HMDB
Hoechst brand OF terfenadine	HMDB
Terfedura	HMDB
alpha-(4-(1,1-Dimethylethyl)phenyl)-4-(hydroxydiphenylmethyl)-1-piperdinebutanol	HMDB
CT-Arzneimittel brand OF terfenadine	HMDB
Ratiopharm brand OF terfenadine	HMDB
Bial brand OF terfenadine	HMDB
Dolorgiet brand OF terfenadine	HMDB
Sigma tau brand OF terfenadine	HMDB
Sigma-tau brand OF terfenadine	HMDB
Terfenadin stada	HMDB
Terfenadin-ratiopharm	HMDB
Wolff brand OF terfenadine	HMDB
Terfenadin ratiopharm	MeSH

Chemical Formula

C₃₂H₄₁NO₂

Average Molecular Weight

471.6734

Monoisotopic Molecular Weight

471.313729561

IUPAC Name

1-(4-tert-butylphenyl)-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butan-1-ol

Traditional Name

terfenadine

CAS Registry Number

50679-08-8

SMILES

CC(C)(C)C1=CC=C(C=C1)C(O)CCCN1CCC(CC1)C(O)(C1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C32H41NO2/c1-31(2,3)26-18-16-25(17-19-26)30(34)15-10-22-33-23-20-29(21-24-33)32(35,27-11-6-4-7-12-27)28-13-8-5-9-14-28/h4-9,11-14,16-19,29-30,34-35H,10,15,20-24H2,1-3H3

InChI Key

GUGOEEXESWIERI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Phenylbutylamine
Phenylpropane
Aralkylamine
Piperidine
Tertiary alcohol
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Organoheterocyclic compound
Azacycle
Aromatic alcohol
Alcohol
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

diarylmethane (CHEBI:9453 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	146.5 - 148.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00046 g/L	Not Available
LogP	7.1	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	229.8	30932474
[M+H]+	McLean	227.93	30932474
[M+H]+	Not Available	226.752	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000853

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00046 g/L	ALOGPS
logP	5.89	ALOGPS
logP	6.48	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	13.2	ChemAxon
pKa (Strongest Basic)	9.02	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	43.7 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	146.27 m³·mol⁻¹	ChemAxon
Polarizability	56.45 Å³	ChemAxon
Number of Rings	4	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
DarkChem	[M+H]+	208.93	31661259
DarkChem	[M-H]-	206.803	31661259
DeepCCS	[M+H]+	209.986	30932474
DeepCCS	[M-H]-	207.6	30932474
DeepCCS	[M-2H]-	240.485	30932474
DeepCCS	[M+Na]+	216.481	30932474
AllCCS	[M+H]+	220.9	32859911
AllCCS	[M+H-H2O]+	219.0	32859911
AllCCS	[M+NH4]+	222.6	32859911
AllCCS	[M+Na]+	223.1	32859911
AllCCS	[M-H]-	214.3	32859911
AllCCS	[M+Na-2H]-	215.9	32859911
AllCCS	[M+HCOO]-	217.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Terfenadine	CC(C)(C)C1=CC=C(C=C1)C(O)CCCN1CCC(CC1)C(O)(C1=CC=CC=C1)C1=CC=CC=C1	3910.9	Standard polar	33892256
Terfenadine	CC(C)(C)C1=CC=C(C=C1)C(O)CCCN1CCC(CC1)C(O)(C1=CC=CC=C1)C1=CC=CC=C1	3580.8	Standard non polar	33892256
Terfenadine	CC(C)(C)C1=CC=C(C=C1)C(O)CCCN1CCC(CC1)C(O)(C1=CC=CC=C1)C1=CC=CC=C1	3792.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Terfenadine,1TMS,isomer #1	CC(C)(C)C1=CC=C(C(CCCN2CCC(C(O)(C3=CC=CC=C3)C3=CC=CC=C3)CC2)O[Si](C)(C)C)C=C1	3723.6	Semi standard non polar	33892256
Terfenadine,1TMS,isomer #2	CC(C)(C)C1=CC=C(C(O)CCCN2CCC(C(O[Si](C)(C)C)(C3=CC=CC=C3)C3=CC=CC=C3)CC2)C=C1	3789.5	Semi standard non polar	33892256
Terfenadine,2TMS,isomer #1	CC(C)(C)C1=CC=C(C(CCCN2CCC(C(O[Si](C)(C)C)(C3=CC=CC=C3)C3=CC=CC=C3)CC2)O[Si](C)(C)C)C=C1	3549.9	Semi standard non polar	33892256
Terfenadine,1TBDMS,isomer #1	CC(C)(C)C1=CC=C(C(CCCN2CCC(C(O)(C3=CC=CC=C3)C3=CC=CC=C3)CC2)O[Si](C)(C)C(C)(C)C)C=C1	3900.3	Semi standard non polar	33892256
Terfenadine,1TBDMS,isomer #2	CC(C)(C)C1=CC=C(C(O)CCCN2CCC(C(O[Si](C)(C)C(C)(C)C)(C3=CC=CC=C3)C3=CC=CC=C3)CC2)C=C1	3991.0	Semi standard non polar	33892256
Terfenadine,2TBDMS,isomer #1	CC(C)(C)C1=CC=C(C(CCCN2CCC(C(O[Si](C)(C)C(C)(C)C)(C3=CC=CC=C3)C3=CC=CC=C3)CC2)O[Si](C)(C)C(C)(C)C)C=C1	3969.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Terfenadine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-0922300000-f2ebf7861ae9f28463f9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terfenadine GC-MS (2 TMS) - 70eV, Positive	splash10-0a4i-1091031000-8a395a9531e2fce637a4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terfenadine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terfenadine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-001i-8890000000-2c6ad1195e498f463cbf	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terfenadine LC-ESI-qTof , Positive-QTOF	splash10-0573-2592100000-35fee494c6fb22cf9279	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terfenadine LC-ESI-QTOF , positive-QTOF	splash10-00di-0000900000-577805b6e639de28dd59	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terfenadine LC-ESI-QTOF , positive-QTOF	splash10-00di-0000900000-6ee8ace68773688ab606	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terfenadine LC-ESI-QTOF , positive-QTOF	splash10-000i-0000900000-8d9a4ec2424b97bb3b80	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terfenadine LC-ESI-QTOF , positive-QTOF	splash10-000i-6770900000-9830d37d285444cff791	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terfenadine LC-ESI-QTOF , positive-QTOF	splash10-0a4i-5920000000-909f0029205fa0a7663f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terfenadine , positive-QTOF	splash10-000i-2541900000-f3da0c526b0e748b9567	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terfenadine 50V, Positive-QTOF	splash10-0a4i-5920000000-98434dfc2057ad8cb2c6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terfenadine 50V, Positive-QTOF	splash10-0a4i-5920000000-3114fcb90f8a2c560570	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terfenadine 20V, Positive-QTOF	splash10-00di-0000900000-6ee8ace68773688ab606	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terfenadine 10V, Positive-QTOF	splash10-00di-0000900000-577805b6e639de28dd59	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terfenadine 40V, Positive-QTOF	splash10-000i-6770900000-7d494f82f525a8d1b156	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terfenadine 30V, Positive-QTOF	splash10-000i-0000900000-8d9a4ec2424b97bb3b80	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terfenadine 40V, Positive-QTOF	splash10-000i-6770900000-9830d37d285444cff791	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terfenadine 50V, Positive-QTOF	splash10-0a4i-5920000000-909f0029205fa0a7663f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terfenadine 40V, Positive-QTOF	splash10-000i-6770900000-3ea778438aa61069b40a	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terfenadine 10V, Positive-QTOF	splash10-0uk9-0000900000-33f5717b3bed30143d5b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terfenadine 20V, Positive-QTOF	splash10-0uki-0543900000-e5659b7fe1e1659acac9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terfenadine 40V, Positive-QTOF	splash10-03dr-2981000000-03f1a2ca48b1a2d8e769	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terfenadine 10V, Negative-QTOF	splash10-00di-0100900000-19b3063632e4afc820d3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terfenadine 20V, Negative-QTOF	splash10-00fr-5561900000-bac14174fc7e7f1ab7f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terfenadine 40V, Negative-QTOF	splash10-003u-9870000000-8b66dc183082f6b4a57f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terfenadine 10V, Positive-QTOF	splash10-00di-0000900000-9161868ea37af548032e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terfenadine 20V, Positive-QTOF	splash10-0uk9-0003900000-aef17866c8a1837ed79b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terfenadine 40V, Positive-QTOF	splash10-00dl-2944700000-c715fedf12c50f301dff	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Terfenadine 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 DB00342	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00342	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00342

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5212

KEGG Compound ID

C07463

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Terfenadine

METLIN ID

Not Available

PubChem Compound

5405

PDB ID

Not Available

ChEBI ID

119569

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)

Download (PDF)

General References

Not Available

Only showing the first 10 proteins. There are 11 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

Wang RW, Newton DJ, Liu N, Atkins WM, Lu AY: Human cytochrome P-450 3A4: in vitro drug-drug interaction patterns are substrate-dependent. Drug Metab Dispos. 2000 Mar;28(3):360-6. [PubMed:10681383 ]
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 ]
Kishimoto W, Hiroi T, Sakai K, Funae Y, Igarashi T: Metabolism of epinastine, a histamine H1 receptor antagonist, in human liver microsomes in comparison with that of terfenadine. Res Commun Mol Pathol Pharmacol. 1997 Dec;98(3):273-92. [PubMed:9485522 ]
Nemeroff CB, DeVane CL, Pollock BG: Newer antidepressants and the cytochrome P450 system. Am J Psychiatry. 1996 Mar;153(3):311-20. [PubMed:8610817 ]

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 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 ]
Kishimoto W, Hiroi T, Sakai K, Funae Y, Igarashi T: Metabolism of epinastine, a histamine H1 receptor antagonist, in human liver microsomes in comparison with that of terfenadine. Res Commun Mol Pathol Pharmacol. 1997 Dec;98(3):273-92. [PubMed:9485522 ]

Enzyme Details

4. 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

5. 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

6. 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

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 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

8. 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

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Gessner G, Zacharias M, Bechstedt S, Schonherr R, Heinemann SH: Molecular determinants for high-affinity block of human EAG potassium channels by antiarrhythmic agents. Mol Pharmacol. 2004 May;65(5):1120-9. [PubMed:15102940 ]
Testai L, Cecchetti V, Sabatini S, Martelli A, Breschi MC, Calderone V: Effects of K openers on the QT prolongation induced by HERG-blocking drugs in guinea-pigs. J Pharm Pharmacol. 2010 Jul;62(7):924-30. doi: 10.1211/jpp.62.06.0014. [PubMed:20636881 ]

Enzyme Details

9. 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

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Kishimoto W, Hiroi T, Sakai K, Funae Y, Igarashi T: Metabolism of epinastine, a histamine H1 receptor antagonist, in human liver microsomes in comparison with that of terfenadine. Res Commun Mol Pathol Pharmacol. 1997 Dec;98(3):273-92. [PubMed:9485522 ]
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 ]
Wood-Baker R, Smith R, Holgate ST: A double-blind, placebo controlled study of the effect of the specific histamine H1-receptor antagonist, terfenadine, in chronic severe asthma. Br J Clin Pharmacol. 1995 Jun;39(6):671-5. [PubMed:7654486 ]
Phillips GD, Polosa R, Holgate ST: The effect of histamine-H1 receptor antagonism with terfenadine on concentration-related AMP-induced bronchoconstriction in asthma. Clin Exp Allergy. 1989 Jul;19(4):405-9. [PubMed:2569356 ]
Rafferty P, Holgate ST: Terfenadine (Seldane) is a potent and selective histamine H1 receptor antagonist in asthmatic airways. Am Rev Respir Dis. 1987 Jan;135(1):181-4. [PubMed:2879489 ]

Enzyme Details

10. Muscarinic acetylcholine receptor M3

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Primary transducing effect is Pi turnover
Gene Name:: CHRM3
Uniprot ID:: P20309
Molecular weight:: 66127.4

References

Yasuda SU, Yasuda RP: Affinities of brompheniramine, chlorpheniramine, and terfenadine at the five human muscarinic cholinergic receptor subtypes. Pharmacotherapy. 1999 Apr;19(4):447-51. [PubMed:10212017 ]

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

Wang EJ, Casciano CN, Clement RP, Johnson WW: Active transport of fluorescent P-glycoprotein substrates: evaluation as markers and interaction with inhibitors. Biochem Biophys Res Commun. 2001 Nov 30;289(2):580-5. [PubMed:11716514 ]
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 ]
Hait WN, Gesmonde JF, Murren JR, Yang JM, Chen HX, Reiss M: Terfenadine (Seldane): a new drug for restoring sensitivity to multidrug resistant cancer cells. Biochem Pharmacol. 1993 Jan 26;45(2):401-6. [PubMed:8094615 ]
Kim RB, Wandel C, Leake B, Cvetkovic M, Fromm MF, Dempsey PJ, Roden MM, Belas F, Chaudhary AK, Roden DM, Wood AJ, Wilkinson GR: Interrelationship between substrates and inhibitors of human CYP3A and P-glycoprotein. Pharm Res. 1999 Mar;16(3):408-14. [PubMed:10213372 ]

Only showing the first 10 proteins. There are 11 proteins in total.

Show all enzymes and transporters

Showing metabocard for Terfenadine (HMDB0014486)

MOL for HMDB0014486 (Terfenadine)

3D MOL for HMDB0014486 (Terfenadine)

3D SDF for HMDB0014486 (Terfenadine)

3D-SDF for HMDB0014486 (Terfenadine)

PDB for HMDB0014486 (Terfenadine)

3D PDB for HMDB0014486 (Terfenadine)

SMILES for HMDB0014486 (Terfenadine)

INCHI for HMDB0014486 (Terfenadine)

Structure for HMDB0014486 (Terfenadine)

3D Structure for HMDB0014486 (Terfenadine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References

References

References

Transporters

References