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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:00:28 UTC

Update Date

2021-09-14 15:20:33 UTC

HMDB ID

HMDB0013921

Secondary Accession Numbers

HMDB13921

Metabolite Identification

Common Name

7-Hydroxyticlopidine

Description

7-Hydroxyticlopidine, also known as M1, belongs to the class of organic compounds known as thienopyridines. These are heterocyclic compounds containing a thiophene ring fused to a pyridine ring. Thiophene is 5-membered ring consisting of four carbon atoms and one sulfur atom. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center. 7-Hydroxyticlopidine is a very strong basic compound (based on its pKa).

Structure

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

HMDB0013921
     RDKit          3D
7-Hydroxyticlopidine
 32 34  0  0  0  0  0  0  0  0999 V2000
    1.5703   -2.3428    0.2050 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0222   -1.5661   -0.7952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8820   -0.7070   -1.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3796    0.1428   -0.4823 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6712   -0.0460    0.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0838    0.0191    0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9033   -0.9134   -0.3627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2845   -0.8983   -0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8831    0.0760    0.5889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0777    1.0436    1.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7603    1.0339    0.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7115    2.3193    1.4900 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2509    1.1860    0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6862    0.8076   -0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7109    1.6292    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9688    1.1065    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7233   -0.5039   -0.2106 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0063   -0.5348   -0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4372   -3.3019   -0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4504   -2.1763   -1.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1203   -1.3103   -1.9030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4391   -0.1415   -2.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346   -1.2899    0.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3330    0.1801    1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5179   -1.7648   -0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9218   -1.6642   -0.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9622    0.0502    0.8171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5214    1.8431    1.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0211    1.1857    1.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9734    2.1398   -0.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6227    2.7447    0.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9018    1.6538    0.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  4 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18  2  1  0
 11  6  1  0
 18 14  2  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 13 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
M  END

[NO NAME]
  Mrv0541 10051215252D          
Created with ChemWriter - http://chemwriter.com
 18 20  0  0  0  0            999 V2000
    2.3645    1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.7176   -1.0764    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7176    0.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1991   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  2  8  1  0  0  0  0
  2 12  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  9  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  2  0  0  0  0
  7 11  1  0  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
 10 14  2  0  0  0  0
 11 12  2  0  0  0  0
 13 15  2  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 17  2  0  0  0  0
  6 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013921

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1CN(CC2=CC=CC=C2Cl)CC2=C1SC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C14H14ClNOS/c15-12-4-2-1-3-10(12)7-16-8-11-5-6-18-14(11)13(17)9-16/h1-6,13,17H,7-9H2

> <INCHI_KEY>
GWHGEZHHJDSDMI-UHFFFAOYSA-N

> <FORMULA>
C14H14ClNOS

> <MOLECULAR_WEIGHT>
279.785

> <EXACT_MASS>
279.048462472

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.78107886234523

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(2-chlorophenyl)methyl]-4H,5H,6H,7H-thieno[3,2-c]pyridin-7-ol

> <ALOGPS_LOGP>
3.10

> <JCHEM_LOGP>
3.276934108999999

> <ALOGPS_LOGS>
-4.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.622309283160899

> <JCHEM_PKA_STRONGEST_BASIC>
6.645368608845725

> <JCHEM_POLAR_SURFACE_AREA>
23.47

> <JCHEM_REFRACTIVITY>
75.42510000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(2-chlorophenyl)methyl]-4H,6H,7H-thieno[3,2-c]pyridin-7-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0013921
     RDKit          3D
7-Hydroxyticlopidine
 32 34  0  0  0  0  0  0  0  0999 V2000
    1.5703   -2.3428    0.2050 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0222   -1.5661   -0.7952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8820   -0.7070   -1.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3796    0.1428   -0.4823 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6712   -0.0460    0.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0838    0.0191    0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9033   -0.9134   -0.3627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2845   -0.8983   -0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8831    0.0760    0.5889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0777    1.0436    1.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7603    1.0339    0.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7115    2.3193    1.4900 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2509    1.1860    0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6862    0.8076   -0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7109    1.6292    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9688    1.1065    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7233   -0.5039   -0.2106 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0063   -0.5348   -0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4372   -3.3019   -0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4504   -2.1763   -1.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1203   -1.3103   -1.9030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4391   -0.1415   -2.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346   -1.2899    0.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3330    0.1801    1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5179   -1.7648   -0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9218   -1.6642   -0.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9622    0.0502    0.8171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5214    1.8431    1.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0211    1.1857    1.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9734    2.1398   -0.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6227    2.7447    0.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9018    1.6538    0.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  4 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18  2  1  0
 11  6  1  0
 18 14  2  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 13 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
M  END

HEADER    PROTEIN                                 05-OCT-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: [NO NAME]                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-OCT-12         0                                  
HETATM    1 Cl   UNK     0       4.414   2.310   0.000  0.00  0.00          Cl+0
HETATM    2  S   UNK     0      12.540  -2.009   0.000  0.00  0.00           S+0
HETATM    3  N   UNK     0       8.415   0.000   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       8.415  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.748   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.748  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.082   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.082  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.081   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.748   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.540   0.469   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.438  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.748  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.080   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.414  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.080  -1.540   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.748  -3.850   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2    8   12                                                       
CONECT    3    4    5    9                                                  
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8   18                                                  
CONECT    7    5    8   11                                                  
CONECT    8    2    6    7                                                  
CONECT    9    3   10                                                       
CONECT   10    9   13   14                                                  
CONECT   11    7   12                                                       
CONECT   12    2   11                                                       
CONECT   13    1   10   15                                                  
CONECT   14   10   16                                                       
CONECT   15   13   17                                                       
CONECT   16   14   17                                                       
CONECT   17   15   16                                                       
CONECT   18    6                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0013921
HETATM    1  O1  UNL     1       1.570  -2.343   0.205  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.022  -1.566  -0.795  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.882  -0.707  -1.417  1.00  0.00           C  
HETATM    4  N1  UNL     1       0.380   0.143  -0.482  1.00  0.00           N  
HETATM    5  C3  UNL     1      -0.671  -0.046   0.398  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.084   0.019   0.169  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.903  -0.913  -0.363  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.284  -0.898  -0.151  1.00  0.00           C  
HETATM    9  C7  UNL     1      -4.883   0.076   0.589  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.078   1.044   1.119  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.760   1.034   0.943  1.00  0.00           C  
HETATM   12 CL1  UNL     1      -1.711   2.319   1.490  1.00  0.00          CL  
HETATM   13  C10 UNL     1       1.251   1.186   0.024  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.686   0.808  -0.112  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.711   1.629   0.136  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.969   1.106   0.136  1.00  0.00           C  
HETATM   17  S1  UNL     1       4.723  -0.504  -0.211  1.00  0.00           S  
HETATM   18  C14 UNL     1       3.006  -0.535  -0.376  1.00  0.00           C  
HETATM   19  H1  UNL     1       1.437  -3.302  -0.019  1.00  0.00           H  
HETATM   20  H2  UNL     1       2.450  -2.176  -1.626  1.00  0.00           H  
HETATM   21  H3  UNL     1       0.120  -1.310  -1.903  1.00  0.00           H  
HETATM   22  H4  UNL     1       1.439  -0.142  -2.217  1.00  0.00           H  
HETATM   23  H5  UNL     1      -0.535  -1.290   0.559  1.00  0.00           H  
HETATM   24  H6  UNL     1      -0.333   0.180   1.463  1.00  0.00           H  
HETATM   25  H7  UNL     1      -2.518  -1.765  -0.943  1.00  0.00           H  
HETATM   26  H8  UNL     1      -4.922  -1.664  -0.577  1.00  0.00           H  
HETATM   27  H9  UNL     1      -5.962   0.050   0.817  1.00  0.00           H  
HETATM   28  H10 UNL     1      -4.521   1.843   1.743  1.00  0.00           H  
HETATM   29  H11 UNL     1       1.021   1.186   1.165  1.00  0.00           H  
HETATM   30  H12 UNL     1       0.973   2.140  -0.396  1.00  0.00           H  
HETATM   31  H13 UNL     1       3.623   2.745   0.251  1.00  0.00           H  
HETATM   32  H14 UNL     1       5.902   1.654   0.380  1.00  0.00           H  
CONECT    1    2   19
CONECT    2    3   18   20
CONECT    3    4   21   22
CONECT    4    5   13
CONECT    5    6   23   24
CONECT    6    7    7   11
CONECT    7    8   25
CONECT    8    9    9   26
CONECT    9   10   27
CONECT   10   11   11   28
CONECT   11   12
CONECT   13   14   29   30
CONECT   14   15   18   18
CONECT   15   16   16   31
CONECT   16   17   32
CONECT   17   18
END

HMDB0013921
     RDKit          3D
7-Hydroxyticlopidine
 32 34  0  0  0  0  0  0  0  0999 V2000
    1.5703   -2.3428    0.2050 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0222   -1.5661   -0.7952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8820   -0.7070   -1.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3796    0.1428   -0.4823 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6712   -0.0460    0.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0838    0.0191    0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9033   -0.9134   -0.3627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2845   -0.8983   -0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8831    0.0760    0.5889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0777    1.0436    1.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7603    1.0339    0.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7115    2.3193    1.4900 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2509    1.1860    0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6862    0.8076   -0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7109    1.6292    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9688    1.1065    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7233   -0.5039   -0.2106 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0063   -0.5348   -0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4372   -3.3019   -0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4504   -2.1763   -1.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1203   -1.3103   -1.9030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4391   -0.1415   -2.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346   -1.2899    0.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3330    0.1801    1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5179   -1.7648   -0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9218   -1.6642   -0.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9622    0.0502    0.8171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5214    1.8431    1.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0211    1.1857    1.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9734    2.1398   -0.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6227    2.7447    0.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9018    1.6538    0.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  4 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18  2  1  0
 11  6  1  0
 18 14  2  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 13 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Hydroxyticlopidine	HMDB
M1	HMDB

Chemical Formula

C₁₄H₁₄ClNOS

Average Molecular Weight

279.785

Monoisotopic Molecular Weight

279.048462472

IUPAC Name

5-[(2-chlorophenyl)methyl]-4H,5H,6H,7H-thieno[3,2-c]pyridin-7-ol

Traditional Name

5-[(2-chlorophenyl)methyl]-4H,6H,7H-thieno[3,2-c]pyridin-7-ol

CAS Registry Number

Not Available

SMILES

OC1CN(CC2=CC=CC=C2Cl)CC2=C1SC=C2

InChI Identifier

InChI=1S/C14H14ClNOS/c15-12-4-2-1-3-10(12)7-16-8-11-5-6-18-14(11)13(17)9-16/h1-6,13,17H,7-9H2

InChI Key

GWHGEZHHJDSDMI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thienopyridines. These are heterocyclic compounds containing a thiophene ring fused to a pyridine ring. Thiophene is 5-membered ring consisting of four carbon atoms and one sulfur atom. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Thienopyridines

Sub Class

Not Available

Direct Parent

Thienopyridines

Alternative Parents

Substituents

Thienopyridine
Benzylamine
Phenylmethylamine
Aralkylamine
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Pyridine
Heteroaromatic compound
Thiophene
Tertiary aliphatic amine
1,2-aminoalcohol
Secondary alcohol
Tertiary amine
Azacycle
Organic nitrogen compound
Alcohol
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	3.1	ALOGPS
logP	3.28	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	13.62	ChemAxon
pKa (Strongest Basic)	6.65	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	23.47 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	75.43 m³·mol⁻¹	ChemAxon
Polarizability	28.78 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	155.57	30932474
DeepCCS	[M-H]-	153.212	30932474
DeepCCS	[M-2H]-	186.926	30932474
DeepCCS	[M+Na]+	162.068	30932474
AllCCS	[M+H]+	160.9	32859911
AllCCS	[M+H-H2O]+	157.3	32859911
AllCCS	[M+NH4]+	164.2	32859911
AllCCS	[M+Na]+	165.2	32859911
AllCCS	[M-H]-	161.9	32859911
AllCCS	[M+Na-2H]-	161.5	32859911
AllCCS	[M+HCOO]-	161.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Hydroxyticlopidine	OC1CN(CC2=CC=CC=C2Cl)CC2=C1SC=C2	3177.4	Standard polar	33892256
7-Hydroxyticlopidine	OC1CN(CC2=CC=CC=C2Cl)CC2=C1SC=C2	2257.5	Standard non polar	33892256
7-Hydroxyticlopidine	OC1CN(CC2=CC=CC=C2Cl)CC2=C1SC=C2	2346.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-Hydroxyticlopidine,1TMS,isomer #1	C[Si](C)(C)OC1CN(CC2=CC=CC=C2Cl)CC2=C1SC=C2	2286.7	Semi standard non polar	33892256
7-Hydroxyticlopidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CN(CC2=CC=CC=C2Cl)CC2=C1SC=C2	2472.6	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 - 7-Hydroxyticlopidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-1910000000-a26946aca7aefdbd09ce	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxyticlopidine GC-MS (1 TMS) - 70eV, Positive	splash10-0200-9772000000-e2295856daf6988d3539	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxyticlopidine 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 - 7-Hydroxyticlopidine 10V, Positive-QTOF	splash10-01q9-0090000000-705663cff3d9cbed176e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyticlopidine 20V, Positive-QTOF	splash10-001r-0390000000-efd89d9264c6ec3c203e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyticlopidine 40V, Positive-QTOF	splash10-06vu-2940000000-5dc8ffb69f18a9af0921	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyticlopidine 10V, Negative-QTOF	splash10-004i-0090000000-8f69df654daca8b4d381	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyticlopidine 20V, Negative-QTOF	splash10-004i-0290000000-b7664d3bf8c7c2bef215	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyticlopidine 40V, Negative-QTOF	splash10-052b-9000000000-94e3d0489c7a603d3151	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyticlopidine 10V, Negative-QTOF	splash10-004i-0090000000-46777fd469f15c707d24	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyticlopidine 20V, Negative-QTOF	splash10-001i-9110000000-3f6a0d25cd72f3673493	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyticlopidine 40V, Negative-QTOF	splash10-001i-9000000000-c1f9c330c266e119e513	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyticlopidine 10V, Positive-QTOF	splash10-001i-0090000000-9aa2649573cbebfa7fcb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyticlopidine 20V, Positive-QTOF	splash10-001i-0290000000-3ce1cc203c3c73e6271a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyticlopidine 40V, Positive-QTOF	splash10-004i-0910000000-2878c6b1c1446c15b62e	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12337017

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

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

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Myeloperoxidase

General function:: Involved in peroxidase activity
Specific function:: Part of the host defense system of polymorphonuclear leukocytes. It is responsible for microbicidal activity against a wide range of organisms. In the stimulated PMN, MPO catalyzes the production of hypohalous acids, primarily hypochlorous acid in physiologic situations, and other toxic intermediates that greatly enhance PMN microbicidal activity.
Gene Name:: MPO
Uniprot ID:: P05164
Molecular weight:: 83867.71

References

Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. [PubMed:19515014 ]

Enzyme Details

2. Cytochrome P450 3A4

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

References

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

Enzyme Details

3. 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

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

Enzyme Details

4. Cytochrome P450 2C19

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

References

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

Enzyme Details

5. Cytochrome P450 2E1

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

References

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

Enzyme Details

6. Cytochrome P450 2D6

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

References

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

Enzyme Details

7. Cytochrome P450 2B6

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

References

Walsky RL, Astuccio AV, Obach RS: Evaluation of 227 drugs for in vitro inhibition of cytochrome P450 2B6. J Clin Pharmacol. 2006 Dec;46(12):1426-38. [PubMed:17101742 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

8. Cytochrome P450 1A1

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:: CYP1A1
Uniprot ID:: P04798
Molecular weight:: 58164.815

References

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

Enzyme Details

9. Cytochrome P450 1A2

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

References

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

Enzyme Details

10. Cytochrome P450 2C8

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

References

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 ]

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

Show all enzymes and transporters

Showing metabocard for 7-Hydroxyticlopidine (HMDB0013921)

MOL for HMDB0013921 (7-Hydroxyticlopidine)

3D MOL for HMDB0013921 (7-Hydroxyticlopidine)

3D SDF for HMDB0013921 (7-Hydroxyticlopidine)

3D-SDF for HMDB0013921 (7-Hydroxyticlopidine)

PDB for HMDB0013921 (7-Hydroxyticlopidine)

3D PDB for HMDB0013921 (7-Hydroxyticlopidine)

SMILES for HMDB0013921 (7-Hydroxyticlopidine)

INCHI for HMDB0013921 (7-Hydroxyticlopidine)

Structure for HMDB0013921 (7-Hydroxyticlopidine)

3D Structure for HMDB0013921 (7-Hydroxyticlopidine)

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

References

References