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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:00:29 UTC

Update Date

2020-02-26 21:39:15 UTC

HMDB ID

HMDB0013930

Secondary Accession Numbers

HMDB13930

Metabolite Identification

Common Name

R-95913

Description

R-95913 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. Based on a literature review very few articles have been published on R-95913.

Structure

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

HMDB0013930
     RDKit          3D
R-95913
 41 44  0  0  0  0  0  0  0  0999 V2000
   -0.3581    2.1202   -1.1327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0265    1.5555   -0.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3810    2.0564    0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2592    2.4940   -1.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6705    3.5016   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4673    0.3738    0.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4104   -0.7626    0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2027   -1.1814   -0.6039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0770   -2.2423   -0.5020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2029   -2.9363    0.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4341   -2.5555    1.7408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5663   -1.4927    1.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8324   -1.1513    2.7004 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.8336    0.0902   -0.0777 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0371   -0.2455   -1.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1733   -1.2655   -1.6334 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3287   -0.6675   -0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9619   -0.2634   -1.1474 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.3289    0.3729    0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5498    0.8981    0.8559 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1474    0.2489    1.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1098   -0.2913    0.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6939   -0.5583    0.8699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9756    1.5269    0.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7905    2.3821   -2.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3342    2.3059   -1.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3792    4.0390    0.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8486    4.1544   -0.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3368    0.7195    1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1449   -0.6707   -1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6640   -2.5157   -1.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8761   -3.7772    0.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5253   -3.0997    2.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4405    0.6830   -1.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1705   -0.5286   -2.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8749   -2.1788   -1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3837   -1.3831   -2.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5597    1.4283    1.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0939    0.5932    2.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5138   -0.1229    1.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622   -1.6536    0.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  6 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
  5  3  1  0
 12  7  1  0
 23 14  1  0
 22 17  2  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 20 38  1  0
 21 39  1  0
 23 40  1  0
 23 41  1  0
M  END

  Mrv0541 06191310322D          

 23 26  0  0  0  0            999 V2000
    5.8840   -2.7359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7090   -2.7359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1939   -3.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9785   -3.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9785   -2.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6931   -1.9109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4075   -2.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4075   -3.1484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6931   -3.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1220   -3.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8364   -3.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5510   -3.5609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8364   -2.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4239   -1.6091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2489   -1.6091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1220   -4.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8364   -4.7984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8364   -5.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1220   -6.0359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4075   -5.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4075   -4.7984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6931   -4.3859    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.1939   -2.0685    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 15  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
  5 23  1  0  0  0  0
  2 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013930

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC2=C(CCN(C2)C(C(=O)C2CC2)C2=CC=CC=C2F)S1

> <INCHI_IDENTIFIER>
InChI=1S/C18H18FNO2S/c19-14-4-2-1-3-13(14)17(18(22)11-5-6-11)20-8-7-15-12(10-20)9-16(21)23-15/h1-4,9,11,17,21H,5-8,10H2

> <INCHI_KEY>
MPLQNQUWLWGOET-UHFFFAOYSA-N

> <FORMULA>
C18H18FNO2S

> <MOLECULAR_WEIGHT>
331.404

> <EXACT_MASS>
331.10422772

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.625509280765556

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-cyclopropyl-2-(2-fluorophenyl)-2-{2-hydroxy-4H,5H,6H,7H-thieno[3,2-c]pyridin-5-yl}ethan-1-one

> <ALOGPS_LOGP>
3.55

> <JCHEM_LOGP>
4.2672688137588635

> <ALOGPS_LOGS>
-4.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.248838803831951

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.271991751943788

> <JCHEM_PKA_STRONGEST_BASIC>
5.326717846788601

> <JCHEM_POLAR_SURFACE_AREA>
40.54

> <JCHEM_REFRACTIVITY>
87.6606

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.67e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-cyclopropyl-2-(2-fluorophenyl)-2-{2-hydroxy-4H,6H,7H-thieno[3,2-c]pyridin-5-yl}ethanone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013930
     RDKit          3D
R-95913
 41 44  0  0  0  0  0  0  0  0999 V2000
   -0.3581    2.1202   -1.1327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0265    1.5555   -0.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3810    2.0564    0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2592    2.4940   -1.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6705    3.5016   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4673    0.3738    0.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4104   -0.7626    0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2027   -1.1814   -0.6039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0770   -2.2423   -0.5020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2029   -2.9363    0.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4341   -2.5555    1.7408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5663   -1.4927    1.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8324   -1.1513    2.7004 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.8336    0.0902   -0.0777 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0371   -0.2455   -1.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1733   -1.2655   -1.6334 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3287   -0.6675   -0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9619   -0.2634   -1.1474 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.3289    0.3729    0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5498    0.8981    0.8559 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1474    0.2489    1.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1098   -0.2913    0.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6939   -0.5583    0.8699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9756    1.5269    0.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7905    2.3821   -2.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3342    2.3059   -1.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3792    4.0390    0.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8486    4.1544   -0.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3368    0.7195    1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1449   -0.6707   -1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6640   -2.5157   -1.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8761   -3.7772    0.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5253   -3.0997    2.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4405    0.6830   -1.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1705   -0.5286   -2.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8749   -2.1788   -1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3837   -1.3831   -2.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5597    1.4283    1.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0939    0.5932    2.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5138   -0.1229    1.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622   -1.6536    0.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  6 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
  5  3  1  0
 12  7  1  0
 23 14  1  0
 22 17  2  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 20 38  1  0
 21 39  1  0
 23 40  1  0
 23 41  1  0
M  END

HEADER    PROTEIN                                 19-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-13         0                                  
HETATM    1  O   UNK     0      10.984  -5.107   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      12.524  -5.107   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.429  -6.353   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.893  -5.877   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.893  -4.337   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.227  -3.567   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.561  -4.337   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      17.561  -5.877   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      16.227  -6.647   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.894  -6.647   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.228  -5.877   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      21.562  -6.647   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      20.228  -4.337   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      19.458  -3.004   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.998  -3.004   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.894  -8.187   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.228  -8.957   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.228 -10.497   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.894 -11.267   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.561 -10.497   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.561  -8.957   0.000  0.00  0.00           C+0
HETATM   22  F   UNK     0      16.227  -8.187   0.000  0.00  0.00           F+0
HETATM   23  S   UNK     0      13.429  -3.861   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6   23                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8   11   16                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13   15                                                       
CONECT   15   14   13                                                       
CONECT   16   10   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16   22                                                  
CONECT   22   21                                                            
CONECT   23    5    2                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0013930
HETATM    1  O1  UNL     1      -0.358   2.120  -1.133  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.027   1.555  -0.303  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.381   2.056   0.009  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.259   2.494  -1.184  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.670   3.502  -0.284  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.467   0.374   0.381  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.410  -0.763   0.454  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.203  -1.181  -0.604  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.077  -2.242  -0.502  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.203  -2.936   0.660  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.434  -2.556   1.741  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.566  -1.493   1.619  1.00  0.00           C  
HETATM   13  F1  UNL     1      -0.832  -1.151   2.700  1.00  0.00           F  
HETATM   14  N1  UNL     1       0.834   0.090  -0.078  1.00  0.00           N  
HETATM   15  C12 UNL     1       1.037  -0.246  -1.430  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.173  -1.266  -1.633  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.329  -0.668  -0.895  1.00  0.00           C  
HETATM   18  S1  UNL     1       4.962  -0.263  -1.147  1.00  0.00           S  
HETATM   19  C15 UNL     1       5.329   0.373   0.392  1.00  0.00           C  
HETATM   20  O2  UNL     1       6.550   0.898   0.856  1.00  0.00           O  
HETATM   21  C16 UNL     1       4.147   0.249   1.067  1.00  0.00           C  
HETATM   22  C17 UNL     1       3.110  -0.291   0.398  1.00  0.00           C  
HETATM   23  C18 UNL     1       1.694  -0.558   0.870  1.00  0.00           C  
HETATM   24  H1  UNL     1      -2.976   1.527   0.779  1.00  0.00           H  
HETATM   25  H2  UNL     1      -2.790   2.382  -2.193  1.00  0.00           H  
HETATM   26  H3  UNL     1      -4.334   2.306  -1.145  1.00  0.00           H  
HETATM   27  H4  UNL     1      -3.379   4.039   0.400  1.00  0.00           H  
HETATM   28  H5  UNL     1      -1.849   4.154  -0.645  1.00  0.00           H  
HETATM   29  H6  UNL     1      -0.337   0.719   1.460  1.00  0.00           H  
HETATM   30  H7  UNL     1      -2.145  -0.671  -1.531  1.00  0.00           H  
HETATM   31  H8  UNL     1      -3.664  -2.516  -1.365  1.00  0.00           H  
HETATM   32  H9  UNL     1      -3.876  -3.777   0.788  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.525  -3.100   2.671  1.00  0.00           H  
HETATM   34  H11 UNL     1       1.440   0.683  -1.941  1.00  0.00           H  
HETATM   35  H12 UNL     1       0.171  -0.529  -2.029  1.00  0.00           H  
HETATM   36  H13 UNL     1       1.875  -2.179  -1.097  1.00  0.00           H  
HETATM   37  H14 UNL     1       2.384  -1.383  -2.693  1.00  0.00           H  
HETATM   38  H15 UNL     1       6.560   1.428   1.694  1.00  0.00           H  
HETATM   39  H16 UNL     1       4.094   0.593   2.122  1.00  0.00           H  
HETATM   40  H17 UNL     1       1.514  -0.123   1.854  1.00  0.00           H  
HETATM   41  H18 UNL     1       1.562  -1.654   0.917  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    6
CONECT    3    4    5   24
CONECT    4    5   25   26
CONECT    5   27   28
CONECT    6    7   14   29
CONECT    7    8    8   12
CONECT    8    9   30
CONECT    9   10   10   31
CONECT   10   11   32
CONECT   11   12   12   33
CONECT   12   13
CONECT   14   15   23
CONECT   15   16   34   35
CONECT   16   17   36   37
CONECT   17   18   22   22
CONECT   18   19
CONECT   19   20   21   21
CONECT   20   38
CONECT   21   22   39
CONECT   22   23
CONECT   23   40   41
END

HMDB0013930
     RDKit          3D
R-95913
 41 44  0  0  0  0  0  0  0  0999 V2000
   -0.3581    2.1202   -1.1327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0265    1.5555   -0.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3810    2.0564    0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2592    2.4940   -1.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6705    3.5016   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4673    0.3738    0.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4104   -0.7626    0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2027   -1.1814   -0.6039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0770   -2.2423   -0.5020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2029   -2.9363    0.6598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4341   -2.5555    1.7408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5663   -1.4927    1.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8324   -1.1513    2.7004 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.8336    0.0902   -0.0777 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0371   -0.2455   -1.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1733   -1.2655   -1.6334 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3287   -0.6675   -0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9619   -0.2634   -1.1474 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.3289    0.3729    0.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5498    0.8981    0.8559 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1474    0.2489    1.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1098   -0.2913    0.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6939   -0.5583    0.8699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9756    1.5269    0.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7905    2.3821   -2.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3342    2.3059   -1.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3792    4.0390    0.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8486    4.1544   -0.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3368    0.7195    1.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1449   -0.6707   -1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6640   -2.5157   -1.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8761   -3.7772    0.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5253   -3.0997    2.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4405    0.6830   -1.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1705   -0.5286   -2.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8749   -2.1788   -1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3837   -1.3831   -2.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5597    1.4283    1.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0939    0.5932    2.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5138   -0.1229    1.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622   -1.6536    0.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  6 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
  5  3  1  0
 12  7  1  0
 23 14  1  0
 22 17  2  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 20 38  1  0
 21 39  1  0
 23 40  1  0
 23 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₁₈FNO₂S

Average Molecular Weight

331.404

Monoisotopic Molecular Weight

331.10422772

IUPAC Name

1-cyclopropyl-2-(2-fluorophenyl)-2-{2-hydroxy-4H,5H,6H,7H-thieno[3,2-c]pyridin-5-yl}ethan-1-one

Traditional Name

1-cyclopropyl-2-(2-fluorophenyl)-2-{2-hydroxy-4H,6H,7H-thieno[3,2-c]pyridin-5-yl}ethanone

CAS Registry Number

Not Available

SMILES

OC1=CC2=C(CCN(C2)C(C(=O)C2CC2)C2=CC=CC=C2F)S1

InChI Identifier

InChI=1S/C18H18FNO2S/c19-14-4-2-1-3-13(14)17(18(22)11-5-6-11)20-8-7-15-12(10-20)9-16(21)23-15/h1-4,9,11,17,21H,5-8,10H2

InChI Key

MPLQNQUWLWGOET-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
2,3,5-trisubstituted thiophene
Fluorobenzene
Halobenzene
Aralkylamine
Aryl fluoride
Benzenoid
Aryl halide
Monocyclic benzene moiety
Pyridine
Heteroaromatic compound
Thiophene
Alpha-aminoketone
Tertiary aliphatic amine
Tertiary amine
Ketone
Azacycle
Organopnictogen compound
Organofluoride
Organohalogen compound
Organonitrogen compound
Amine
Organooxygen compound
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
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 (PMID: 21059682)

Organ

Liver (HMDB: HMDB0013930)
Kidney (HMDB: HMDB0013930)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0013930)

Source

Endogenous

Endogenous (HMDB: HMDB0013930)

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	0.0067 g/L	ALOGPS
logP	3.55	ALOGPS
logP	4.27	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	7.27	ChemAxon
pKa (Strongest Basic)	5.33	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	40.54 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	87.66 m³·mol⁻¹	ChemAxon
Polarizability	33.63 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	168.448	30932474
DeepCCS	[M-H]-	166.09	30932474
DeepCCS	[M-2H]-	200.023	30932474
DeepCCS	[M+Na]+	175.25	30932474
AllCCS	[M+H]+	176.4	32859911
AllCCS	[M+H-H2O]+	173.3	32859911
AllCCS	[M+NH4]+	179.2	32859911
AllCCS	[M+Na]+	180.0	32859911
AllCCS	[M-H]-	178.9	32859911
AllCCS	[M+Na-2H]-	178.3	32859911
AllCCS	[M+HCOO]-	177.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
R-95913	OC1=CC2=C(CCN(C2)C(C(=O)C2CC2)C2=CC=CC=C2F)S1	3919.9	Standard polar	33892256
R-95913	OC1=CC2=C(CCN(C2)C(C(=O)C2CC2)C2=CC=CC=C2F)S1	2702.8	Standard non polar	33892256
R-95913	OC1=CC2=C(CCN(C2)C(C(=O)C2CC2)C2=CC=CC=C2F)S1	2668.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
R-95913,1TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(CCN(C(C(=O)C3CC3)C3=CC=CC=C3F)C2)S1	2680.3	Semi standard non polar	33892256
R-95913,1TMS,isomer #2	C[Si](C)(C)OC(=C1CC1)C(C1=CC=CC=C1F)N1CCC2=C(C=C(O)S2)C1	2797.5	Semi standard non polar	33892256
R-95913,1TMS,isomer #3	C[Si](C)(C)OC(=C(C1=CC=CC=C1F)N1CCC2=C(C=C(O)S2)C1)C1CC1	2853.0	Semi standard non polar	33892256
R-95913,2TMS,isomer #1	C[Si](C)(C)OC(=C1CC1)C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C)S2)C1	2765.5	Semi standard non polar	33892256
R-95913,2TMS,isomer #1	C[Si](C)(C)OC(=C1CC1)C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C)S2)C1	2538.5	Standard non polar	33892256
R-95913,2TMS,isomer #1	C[Si](C)(C)OC(=C1CC1)C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C)S2)C1	3030.7	Standard polar	33892256
R-95913,2TMS,isomer #2	C[Si](C)(C)OC(=C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C)S2)C1)C1CC1	2820.1	Semi standard non polar	33892256
R-95913,2TMS,isomer #2	C[Si](C)(C)OC(=C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C)S2)C1)C1CC1	2570.7	Standard non polar	33892256
R-95913,2TMS,isomer #2	C[Si](C)(C)OC(=C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C)S2)C1)C1CC1	2998.5	Standard polar	33892256
R-95913,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(CCN(C(C(=O)C3CC3)C3=CC=CC=C3F)C2)S1	2931.7	Semi standard non polar	33892256
R-95913,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=C1CC1)C(C1=CC=CC=C1F)N1CCC2=C(C=C(O)S2)C1	3050.8	Semi standard non polar	33892256
R-95913,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=C(C1=CC=CC=C1F)N1CCC2=C(C=C(O)S2)C1)C1CC1	3107.1	Semi standard non polar	33892256
R-95913,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=C1CC1)C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C(C)(C)C)S2)C1	3182.9	Semi standard non polar	33892256
R-95913,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=C1CC1)C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C(C)(C)C)S2)C1	2903.4	Standard non polar	33892256
R-95913,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=C1CC1)C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C(C)(C)C)S2)C1	3248.3	Standard polar	33892256
R-95913,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C(C)(C)C)S2)C1)C1CC1	3202.9	Semi standard non polar	33892256
R-95913,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C(C)(C)C)S2)C1)C1CC1	2980.2	Standard non polar	33892256
R-95913,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=C(C1=CC=CC=C1F)N1CCC2=C(C=C(O[Si](C)(C)C(C)(C)C)S2)C1)C1CC1	3222.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - R-95913 GC-MS (Non-derivatized) - 70eV, Positive	splash10-01po-7490000000-bf415aa1f14b99df7fad	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - R-95913 GC-MS (1 TMS) - 70eV, Positive	splash10-0303-9357000000-49892e073a613aec3bbe	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - R-95913 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 - R-95913 10V, Positive-QTOF	splash10-01q9-2219000000-858b00aed9da65ee5676	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-95913 20V, Positive-QTOF	splash10-014i-9121000000-af2f9b81943df2cd7694	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-95913 40V, Positive-QTOF	splash10-014i-9100000000-7717f719aa862871dd24	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-95913 10V, Negative-QTOF	splash10-001i-0019000000-1273083ac080f2f43366	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-95913 20V, Negative-QTOF	splash10-01q9-1298000000-b16e3803d87b6653eeda	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-95913 40V, Negative-QTOF	splash10-03ka-9561000000-abcbecd9bc70a4a8d0bb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-95913 10V, Negative-QTOF	splash10-001i-0049000000-e9ba697fafc2a58d1757	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-95913 20V, Negative-QTOF	splash10-02u0-5192000000-61aa666cab1eddc51a8f	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-95913 40V, Negative-QTOF	splash10-00lg-0690000000-eea53d2cc8dacca7f679	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-95913 10V, Positive-QTOF	splash10-001i-0009000000-c89e95fe1e5a3a6734e2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-95913 20V, Positive-QTOF	splash10-001i-1119000000-0b8af62f258f81026571	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - R-95913 40V, Positive-QTOF	splash10-06r6-7953000000-225e110ad603f43ecbc3	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

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	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

14228027

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

19919505

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

Enzymes

Enzyme Details

1. Cholinesterase

General function:: Involved in carboxylesterase activity
Specific function:: Esterase with broad substrate specificity. Contributes to the inactivation of the neurotransmitter acetylcholine. Can degrade neurotoxic organophosphate esters.
Gene Name:: BCHE
Uniprot ID:: P06276
Molecular weight:: 68417.575

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. P2Y purinoceptor 12

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Receptor for ADP and ATP coupled to G-proteins that inhibit the adenylyl cyclase second messenger system. Not activated by UDP and UTP. Involved in platelets aggregation
Gene Name:: P2RY12
Uniprot ID:: Q9H244
Molecular weight:: 39438.4

References

Dovlatova NL, Jakubowski JA, Sugidachi A, Heptinstall S: The reversible P2Y antagonist cangrelor influences the ability of the active metabolites of clopidogrel and prasugrel to produce irreversible inhibition of platelet function. J Thromb Haemost. 2008 Jul;6(7):1153-9. doi: 10.1111/j.1538-7836.2008.03020.x. Epub 2008 Jul 1. [PubMed:18485086 ]

Showing metabocard for R-95913 (HMDB0013930)

MOL for HMDB0013930 (R-95913)

3D MOL for HMDB0013930 (R-95913)

3D SDF for HMDB0013930 (R-95913)

3D-SDF for HMDB0013930 (R-95913)

PDB for HMDB0013930 (R-95913)

3D PDB for HMDB0013930 (R-95913)

SMILES for HMDB0013930 (R-95913)

INCHI for HMDB0013930 (R-95913)

Structure for HMDB0013930 (R-95913)

3D Structure for HMDB0013930 (R-95913)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References