Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:06:02 UTC

Update Date

2019-07-23 07:15:20 UTC

HMDB ID

HMDB0060899

Secondary Accession Numbers

HMDB60899

Metabolite Identification

Common Name

Ticlopidine N-oxide

Description

Ticlopidine N-oxide 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. Ticlopidine N-oxide is an extremely weak basic (essentially neutral) compound (based on its pKa). Ticlopidine N-oxide is a metabolite of ticlopidine. Like clopidogrel, it is an adenosine diphosphate (ADP) receptor inhibitor. Ticlopidine (trade name Ticlid) is an antiplatelet drug in the thienopyridine family. It is used in patients in whom aspirin is not tolerated, or in whom dual antiplatelet therapy is desirable.

Structure

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

HMDB0060899
     RDKit          3D
Ticlopidine N-oxide
 32 34  0  0  0  0  0  0  0  0999 V2000
    1.3687   -0.7413   -1.1736 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.4551   -0.9173   -0.0596 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.7908   -1.0060   -0.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8964   -0.1104   -0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7326   -0.2278    0.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8652    0.5771    0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1807    1.5069   -0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3236    1.6332   -1.3046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2168    0.8307   -1.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0867    1.1530   -2.7246 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9894   -2.0005    0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4796   -1.9921    0.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0079   -0.5730    0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5226    0.0641    0.0238 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2008    1.7004    0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390    1.7396    0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1991    0.5385    0.4969 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173    0.2871    0.7089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1446   -2.1052   -0.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7151   -1.1898   -1.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053   -0.9746    1.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5894    0.4528    1.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0509    2.1392   -0.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5708    2.3885   -2.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9182   -1.7762    1.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5810   -2.9809    0.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5389   -2.3805   -0.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0837   -2.6431    0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8509    2.5907    0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3244    2.7151    0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1293    1.1542    0.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5627    0.1475    1.7815 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  2 11  1  0
 11 12  1  0
 12 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
  9  4  1  0
 17 13  2  0
  3 19  1  0
  3 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 15 29  1  0
 16 30  1  0
 18 31  1  0
 18 32  1  0
M  CHG  2   1  -1   2   1
M  END

  Mrv0541 09041310002D          

 18 20  0  0  0  0            999 V2000
    0.0565    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6579    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7710    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6579    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9144    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4135    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1999    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8984    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4855    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9144    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7710    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6289    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0565    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6289    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0565    3.1729    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1999    1.9354    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.4135    0.8555    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1999    2.7604    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 11  3  2  0  0  0  0
 11  9  1  0  0  0  0
 12  6  1  0  0  0  0
 12 10  1  0  0  0  0
 13  4  2  0  0  0  0
 13 11  1  0  0  0  0
 14  5  1  0  0  0  0
 14 12  2  0  0  0  0
 15 13  1  0  0  0  0
 16  7  1  0  0  0  0
 16  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17  8  1  0  0  0  0
 17 14  1  0  0  0  0
 16 18  1  0  0  0  0
M  CHG  2  16   1  18  -1
M  END
> <DATABASE_ID>
HMDB0060899

> <DATABASE_NAME>
hmdb

> <SMILES>
[O-][N+]1(CC2=CC=CC=C2Cl)CCC2=C(C1)C=CS2

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

> <INCHI_KEY>
YEICEJCPALKCAT-UHFFFAOYSA-N

> <FORMULA>
C14H14ClNOS

> <MOLECULAR_WEIGHT>
279.785

> <EXACT_MASS>
279.048462472

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
28.664106287139397

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.15

> <JCHEM_LOGP>
3.0715550726666656

> <ALOGPS_LOGS>
-4.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.477433679180074

> <JCHEM_PKA_STRONGEST_BASIC>
0.9165968413014116

> <JCHEM_POLAR_SURFACE_AREA>
26.880000000000003

> <JCHEM_REFRACTIVITY>
76.37289999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.33e-03 g/l

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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0060899
     RDKit          3D
Ticlopidine N-oxide
 32 34  0  0  0  0  0  0  0  0999 V2000
    1.3687   -0.7413   -1.1736 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.4551   -0.9173   -0.0596 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.7908   -1.0060   -0.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8964   -0.1104   -0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7326   -0.2278    0.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8652    0.5771    0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1807    1.5069   -0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3236    1.6332   -1.3046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2168    0.8307   -1.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0867    1.1530   -2.7246 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9894   -2.0005    0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4796   -1.9921    0.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0079   -0.5730    0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5226    0.0641    0.0238 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2008    1.7004    0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390    1.7396    0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1991    0.5385    0.4969 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173    0.2871    0.7089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1446   -2.1052   -0.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7151   -1.1898   -1.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053   -0.9746    1.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5894    0.4528    1.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0509    2.1392   -0.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5708    2.3885   -2.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9182   -1.7762    1.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5810   -2.9809    0.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5389   -2.3805   -0.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0837   -2.6431    0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8509    2.5907    0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3244    2.7151    0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1293    1.1542    0.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5627    0.1475    1.7815 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  2 11  1  0
 11 12  1  0
 12 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
  9  4  1  0
 17 13  2  0
  3 19  1  0
  3 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 15 29  1  0
 16 30  1  0
 18 31  1  0
 18 32  1  0
M  CHG  2   1  -1   2   1
M  END

HEADER    PROTEIN                                 04-SEP-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-13         0                                  
HETATM    1  C   UNK     0       0.105   1.303   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.228   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.439   2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.228   3.613   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.440   1.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.239   4.089   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.106   2.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.144   2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.773   4.383   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.440   4.383   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.439   3.613   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.774   3.613   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.105   4.383   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.774   2.073   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0       0.105   5.923   0.000  0.00  0.00          Cl+0
HETATM   16  N   UNK     0       4.106   3.613   0.000  0.00  0.00           N+1
HETATM   17  S   UNK     0       8.239   1.597   0.000  0.00  0.00           S+0
HETATM   18  O   UNK     0       4.106   5.153   0.000  0.00  0.00           O-1
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1   11                                                       
CONECT    4    2   13                                                       
CONECT    5    7   14                                                       
CONECT    6    8   12                                                       
CONECT    7    5   16                                                       
CONECT    8    6   17                                                       
CONECT    9   11   16                                                       
CONECT   10   12   16                                                       
CONECT   11    3    9   13                                                  
CONECT   12    6   10   14                                                  
CONECT   13    4   11   15                                                  
CONECT   14    5   12   17                                                  
CONECT   15   13                                                            
CONECT   16    7    9   10   18                                             
CONECT   17    8   14                                                       
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0060899
HETATM    1  O1  UNL     1       1.369  -0.741  -1.174  1.00  0.00           O1-
HETATM    2  N1  UNL     1       0.455  -0.917  -0.060  1.00  0.00           N1+
HETATM    3  C1  UNL     1      -0.791  -1.006  -0.737  1.00  0.00           C  
HETATM    4  C2  UNL     1      -1.896  -0.110  -0.436  1.00  0.00           C  
HETATM    5  C3  UNL     1      -2.733  -0.228   0.627  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.865   0.577   0.741  1.00  0.00           C  
HETATM    7  C5  UNL     1      -4.181   1.507  -0.188  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.324   1.633  -1.305  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.217   0.831  -1.397  1.00  0.00           C  
HETATM   10 CL1  UNL     1      -1.087   1.153  -2.725  1.00  0.00          CL  
HETATM   11  C8  UNL     1       0.989  -2.001   0.658  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.480  -1.992   0.344  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.008  -0.573   0.286  1.00  0.00           C  
HETATM   14  S1  UNL     1       4.523   0.064   0.024  1.00  0.00           S  
HETATM   15  C11 UNL     1       4.201   1.700   0.135  1.00  0.00           C  
HETATM   16  C12 UNL     1       2.839   1.740   0.416  1.00  0.00           C  
HETATM   17  C13 UNL     1       2.199   0.538   0.497  1.00  0.00           C  
HETATM   18  C14 UNL     1       0.717   0.287   0.709  1.00  0.00           C  
HETATM   19  H1  UNL     1      -1.145  -2.105  -0.403  1.00  0.00           H  
HETATM   20  H2  UNL     1      -0.715  -1.190  -1.816  1.00  0.00           H  
HETATM   21  H3  UNL     1      -2.605  -0.975   1.382  1.00  0.00           H  
HETATM   22  H4  UNL     1      -4.589   0.453   1.577  1.00  0.00           H  
HETATM   23  H5  UNL     1      -5.051   2.139  -0.077  1.00  0.00           H  
HETATM   24  H6  UNL     1      -3.571   2.388  -2.038  1.00  0.00           H  
HETATM   25  H7  UNL     1       0.918  -1.776   1.761  1.00  0.00           H  
HETATM   26  H8  UNL     1       0.581  -2.981   0.428  1.00  0.00           H  
HETATM   27  H9  UNL     1       2.539  -2.381  -0.730  1.00  0.00           H  
HETATM   28  H10 UNL     1       3.084  -2.643   0.934  1.00  0.00           H  
HETATM   29  H11 UNL     1       4.851   2.591   0.056  1.00  0.00           H  
HETATM   30  H12 UNL     1       2.324   2.715   0.550  1.00  0.00           H  
HETATM   31  H13 UNL     1       0.129   1.154   0.399  1.00  0.00           H  
HETATM   32  H14 UNL     1       0.563   0.148   1.782  1.00  0.00           H  
CONECT    1    2
CONECT    2    3   11   18
CONECT    3    4   19   20
CONECT    4    5    5    9
CONECT    5    6   21
CONECT    6    7    7   22
CONECT    7    8   23
CONECT    8    9    9   24
CONECT    9   10
CONECT   11   12   25   26
CONECT   12   13   27   28
CONECT   13   14   17   17
CONECT   14   15
CONECT   15   16   16   29
CONECT   16   17   30
CONECT   17   18
CONECT   18   31   32
END

HMDB0060899
     RDKit          3D
Ticlopidine N-oxide
 32 34  0  0  0  0  0  0  0  0999 V2000
    1.3687   -0.7413   -1.1736 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.4551   -0.9173   -0.0596 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.7908   -1.0060   -0.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8964   -0.1104   -0.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7326   -0.2278    0.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8652    0.5771    0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1807    1.5069   -0.1884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3236    1.6332   -1.3046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2168    0.8307   -1.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0867    1.1530   -2.7246 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9894   -2.0005    0.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4796   -1.9921    0.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0079   -0.5730    0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5226    0.0641    0.0238 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2008    1.7004    0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390    1.7396    0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1991    0.5385    0.4969 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173    0.2871    0.7089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1446   -2.1052   -0.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7151   -1.1898   -1.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053   -0.9746    1.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5894    0.4528    1.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0509    2.1392   -0.0766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5708    2.3885   -2.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9182   -1.7762    1.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5810   -2.9809    0.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5389   -2.3805   -0.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0837   -2.6431    0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8509    2.5907    0.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3244    2.7151    0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1293    1.1542    0.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5627    0.1475    1.7815 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  2 11  1  0
 11 12  1  0
 12 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
  9  4  1  0
 17 13  2  0
  3 19  1  0
  3 20  1  0
  5 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 11 26  1  0
 12 27  1  0
 12 28  1  0
 15 29  1  0
 16 30  1  0
 18 31  1  0
 18 32  1  0
M  CHG  2   1  -1   2   1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

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-5-ium-5-olate

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[O-][N+]1(CC2=CC=CC=C2Cl)CCC2=C(C1)C=CS2

InChI Identifier

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

InChI Key

YEICEJCPALKCAT-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
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Pyridine
Benzenoid
Trialkyl amine oxide
Heteroaromatic compound
Thiophene
N-oxide
Trisubstituted n-oxide
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organochloride
Organohalogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic zwitterion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060899)

Organ

Kidney (HMDB: HMDB0060899)
Liver (HMDB: HMDB0060899)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060899)

Cellular substructure

Cytoplasm (HMDB: HMDB0060899)
Membrane (HMDB: HMDB0060899)

Source

Endogenous

Endogenous (HMDB: HMDB0060899)

Process

Not Available

Role

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	0.0053 g/L	ALOGPS
logP	2.15	ALOGPS
logP	3.07	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	19.48	ChemAxon
pKa (Strongest Basic)	0.92	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.88 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	76.37 m³·mol⁻¹	ChemAxon
Polarizability	28.66 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]+	151.362	30932474
DeepCCS	[M-H]-	148.966	30932474
DeepCCS	[M-2H]-	182.852	30932474
DeepCCS	[M+Na]+	157.37	30932474
AllCCS	[M+H]+	160.0	32859911
AllCCS	[M+H-H2O]+	156.5	32859911
AllCCS	[M+NH4]+	163.2	32859911
AllCCS	[M+Na]+	164.2	32859911
AllCCS	[M-H]-	168.1	32859911
AllCCS	[M+Na-2H]-	168.3	32859911
AllCCS	[M+HCOO]-	168.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ticlopidine N-oxide	[O-][N+]1(CC2=CC=CC=C2Cl)CCC2=C(C1)C=CS2	3050.7	Standard polar	33892256
Ticlopidine N-oxide	[O-][N+]1(CC2=CC=CC=C2Cl)CCC2=C(C1)C=CS2	2119.1	Standard non polar	33892256
Ticlopidine N-oxide	[O-][N+]1(CC2=CC=CC=C2Cl)CCC2=C(C1)C=CS2	2233.0	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 - Ticlopidine N-oxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0200-3910000000-1d520e93c3f8bc53f2f2	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ticlopidine N-oxide 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 - Ticlopidine N-oxide 10V, Positive-QTOF	splash10-001i-0090000000-2caf38132f6e73cd7416	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ticlopidine N-oxide 20V, Positive-QTOF	splash10-003s-4790000000-6cfdcfcdbe06496ae101	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ticlopidine N-oxide 40V, Positive-QTOF	splash10-004i-9800000000-fc4f3c846b18d673956b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ticlopidine N-oxide 10V, Negative-QTOF	splash10-004i-0090000000-5f25618b931cbfeee398	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ticlopidine N-oxide 20V, Negative-QTOF	splash10-004i-0090000000-f817a50fca64e2b824c9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ticlopidine N-oxide 40V, Negative-QTOF	splash10-0k92-9000000000-4d86cff584086521ac90	2017-10-06	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

71752573

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

Showing metabocard for Ticlopidine N-oxide (HMDB0060899)

MOL for HMDB0060899 (Ticlopidine N-oxide)

3D MOL for HMDB0060899 (Ticlopidine N-oxide)

3D SDF for HMDB0060899 (Ticlopidine N-oxide)

3D-SDF for HMDB0060899 (Ticlopidine N-oxide)

PDB for HMDB0060899 (Ticlopidine N-oxide)

3D PDB for HMDB0060899 (Ticlopidine N-oxide)

SMILES for HMDB0060899 (Ticlopidine N-oxide)

INCHI for HMDB0060899 (Ticlopidine N-oxide)

Structure for HMDB0060899 (Ticlopidine N-oxide)

3D Structure for HMDB0060899 (Ticlopidine N-oxide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra