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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:34:10 UTC

Update Date

2021-09-26 23:15:59 UTC

HMDB ID

HMDB0258816

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Tenidap

Description

5-chloro-2-hydroxy-3-(thiophene-2-carbonyl)-1H-indole-1-carboximidic acid belongs to the class of organic compounds known as indolecarboxamides and derivatives. Indolecarboxamides and derivatives are compounds containing a carboxamide group attached to an indole. Based on a literature review very few articles have been published on 5-chloro-2-hydroxy-3-(thiophene-2-carbonyl)-1H-indole-1-carboximidic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Tenidap is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Tenidap is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0258816
     RDKit          3D
Tenidap
 30 32  0  0  0  0  0  0  0  0999 V2000
   -3.6619   -2.3209    1.3867 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4048   -1.3820    0.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4714   -0.7588   -0.0812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0458   -0.9962    0.2624 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9953   -1.8068    0.1813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9519   -3.1763    0.3410 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1268   -1.0269   -0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640   -1.5145   -0.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5931   -2.7643   -0.5284 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6279   -0.6418   -0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0890    0.1310    0.7549 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1902    0.8616    0.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7809    0.7897   -0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7778   -0.2996   -1.5228 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2892    0.2822   -0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2716    1.5056   -0.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4378    2.7050   -0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4198    4.2140   -0.8581 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7783    2.6625   -0.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3888    1.4483    0.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6656    0.2782    0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8747   -2.7989    1.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9057   -1.1297   -0.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8797   -3.8303   -0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5421    0.1295    1.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6440    1.5193    1.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6910    1.3226   -1.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3211    1.5433   -0.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3273    3.5967   -0.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4611    1.4577    0.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21  4  1  0
 14 10  1  0
 21 15  1  0
  1 22  1  0
  3 23  1  0
  6 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 16 28  1  0
 19 29  1  0
 20 30  1  0
M  END


  Mrv1572004221605062D          

 21 23  0  0  0  0            999 V2000
   -0.4381   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3824   -1.9648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6096   -1.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179   -1.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    2.0361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769   -1.6527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769    2.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1048   -0.6591    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  1  2  0  0  0  0
  7  3  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9  4  1  0  0  0  0
  9  8  2  0  0  0  0
 10  2  2  0  0  0  0
 11  8  1  0  0  0  0
 12 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 11  2  0  0  0  0
 15  7  1  0  0  0  0
 16 14  2  0  0  0  0
 17  9  1  0  0  0  0
 17 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18 12  2  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21  5  1  0  0  0  0
 21 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258816

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=N)N1C(O)=C(C(=O)C2=CC=CS2)C2=C1C=CC(Cl)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C14H9ClN2O3S/c15-7-3-4-9-8(6-7)11(13(19)17(9)14(16)20)12(18)10-2-1-5-21-10/h1-6,19H,(H2,16,20)

> <INCHI_KEY>
IZSFDUMVCVVWKW-UHFFFAOYSA-N

> <FORMULA>
C14H9ClN2O3S

> <MOLECULAR_WEIGHT>
320.75

> <EXACT_MASS>
320.002241

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
30.718575299567902

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-chloro-2-hydroxy-3-(thiophene-2-carbonyl)-1H-indole-1-carboximidic acid

> <ALOGPS_LOGP>
2.99

> <JCHEM_LOGP>
4.823920222625356

> <ALOGPS_LOGS>
-3.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.238558846652444

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.453708542942395

> <JCHEM_PKA_STRONGEST_BASIC>
5.689343881510988

> <JCHEM_POLAR_SURFACE_AREA>
86.31

> <JCHEM_REFRACTIVITY>
89.82809999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.35e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-chloro-2-hydroxy-3-(thiophene-2-carbonyl)indole-1-carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258816
     RDKit          3D
Tenidap
 30 32  0  0  0  0  0  0  0  0999 V2000
   -3.6619   -2.3209    1.3867 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4048   -1.3820    0.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4714   -0.7588   -0.0812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0458   -0.9962    0.2624 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9953   -1.8068    0.1813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9519   -3.1763    0.3410 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1268   -1.0269   -0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640   -1.5145   -0.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5931   -2.7643   -0.5284 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6279   -0.6418   -0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0890    0.1310    0.7549 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1902    0.8616    0.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7809    0.7897   -0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7778   -0.2996   -1.5228 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2892    0.2822   -0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2716    1.5056   -0.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4378    2.7050   -0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4198    4.2140   -0.8581 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7783    2.6625   -0.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3888    1.4483    0.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6656    0.2782    0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8747   -2.7989    1.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9057   -1.1297   -0.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8797   -3.8303   -0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5421    0.1295    1.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6440    1.5193    1.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6910    1.3226   -1.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3211    1.5433   -0.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3273    3.5967   -0.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4611    1.4577    0.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21  4  1  0
 14 10  1  0
 21 15  1  0
  1 22  1  0
  3 23  1  0
  6 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 16 28  1  0
 19 29  1  0
 20 30  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      -0.818  -3.507   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.714  -3.668   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.138  -2.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.340  -2.261   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.846  -1.941   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.846   3.481   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0       8.788  -0.770   0.000  0.00  0.00          Cl+0
HETATM   16  N   UNK     0       1.340   3.801   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       3.322   2.016   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       3.877  -3.085   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.877   0.770   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       3.877   4.625   0.000  0.00  0.00           O+0
HETATM   21  S   UNK     0       0.196  -1.230   0.000  0.00  0.00           S+0
CONECT    1    2    5                                                       
CONECT    2    1   10                                                       
CONECT    3    4    7                                                       
CONECT    4    3    9                                                       
CONECT    5    1   21                                                       
CONECT    6    7    8                                                       
CONECT    7    3    6   15                                                  
CONECT    8    6    9   11                                                  
CONECT    9    4    8   17                                                  
CONECT   10    2   12   21                                                  
CONECT   11    8   12   13                                                  
CONECT   12   10   11   18                                                  
CONECT   13   11   17   19                                                  
CONECT   14   16   17   20                                                  
CONECT   15    7                                                            
CONECT   16   14                                                            
CONECT   17    9   13   14                                                  
CONECT   18   12                                                            
CONECT   19   13                                                            
CONECT   20   14                                                            
CONECT   21    5   10                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0258816
HETATM    1  N1  UNL     1      -3.662  -2.321   1.387  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.405  -1.382   0.543  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.471  -0.759  -0.081  1.00  0.00           O  
HETATM    4  N2  UNL     1      -2.046  -0.996   0.262  1.00  0.00           N  
HETATM    5  C2  UNL     1      -0.995  -1.807   0.181  1.00  0.00           C  
HETATM    6  O2  UNL     1      -0.952  -3.176   0.341  1.00  0.00           O  
HETATM    7  C3  UNL     1       0.127  -1.027  -0.106  1.00  0.00           C  
HETATM    8  C4  UNL     1       1.464  -1.514  -0.317  1.00  0.00           C  
HETATM    9  O3  UNL     1       1.593  -2.764  -0.528  1.00  0.00           O  
HETATM   10  C5  UNL     1       2.628  -0.642  -0.290  1.00  0.00           C  
HETATM   11  C6  UNL     1       3.089   0.131   0.755  1.00  0.00           C  
HETATM   12  C7  UNL     1       4.190   0.862   0.550  1.00  0.00           C  
HETATM   13  C8  UNL     1       4.781   0.790  -0.683  1.00  0.00           C  
HETATM   14  S1  UNL     1       3.778  -0.300  -1.523  1.00  0.00           S  
HETATM   15  C9  UNL     1      -0.289   0.282  -0.197  1.00  0.00           C  
HETATM   16  C10 UNL     1       0.272   1.506  -0.463  1.00  0.00           C  
HETATM   17  C11 UNL     1      -0.438   2.705  -0.503  1.00  0.00           C  
HETATM   18 CL1  UNL     1       0.420   4.214  -0.858  1.00  0.00          CL  
HETATM   19  C12 UNL     1      -1.778   2.662  -0.264  1.00  0.00           C  
HETATM   20  C13 UNL     1      -2.389   1.448   0.007  1.00  0.00           C  
HETATM   21  C14 UNL     1      -1.666   0.278   0.041  1.00  0.00           C  
HETATM   22  H1  UNL     1      -2.875  -2.799   1.864  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.906  -1.130  -0.925  1.00  0.00           H  
HETATM   24  H3  UNL     1      -0.880  -3.830  -0.451  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.542   0.129   1.732  1.00  0.00           H  
HETATM   26  H5  UNL     1       4.644   1.519   1.330  1.00  0.00           H  
HETATM   27  H6  UNL     1       5.691   1.323  -1.024  1.00  0.00           H  
HETATM   28  H7  UNL     1       1.321   1.543  -0.679  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.327   3.597  -0.295  1.00  0.00           H  
HETATM   30  H9  UNL     1      -3.461   1.458   0.192  1.00  0.00           H  
CONECT    1    2    2   22
CONECT    2    3    4
CONECT    3   23
CONECT    4    5   21
CONECT    5    6    7    7
CONECT    6   24
CONECT    7    8   15
CONECT    8    9    9   10
CONECT   10   11   11   14
CONECT   11   12   25
CONECT   12   13   13   26
CONECT   13   14   27
CONECT   15   16   16   21
CONECT   16   17   28
CONECT   17   18   19   19
CONECT   19   20   29
CONECT   20   21   21   30
END

HMDB0258816
     RDKit          3D
Tenidap
 30 32  0  0  0  0  0  0  0  0999 V2000
   -3.6619   -2.3209    1.3867 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4048   -1.3820    0.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4714   -0.7588   -0.0812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0458   -0.9962    0.2624 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9953   -1.8068    0.1813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9519   -3.1763    0.3410 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1268   -1.0269   -0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4640   -1.5145   -0.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5931   -2.7643   -0.5284 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6279   -0.6418   -0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0890    0.1310    0.7549 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1902    0.8616    0.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7809    0.7897   -0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7778   -0.2996   -1.5228 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2892    0.2822   -0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2716    1.5056   -0.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4378    2.7050   -0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4198    4.2140   -0.8581 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7783    2.6625   -0.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3888    1.4483    0.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6656    0.2782    0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8747   -2.7989    1.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9057   -1.1297   -0.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8797   -3.8303   -0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5421    0.1295    1.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6440    1.5193    1.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6910    1.3226   -1.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3211    1.5433   -0.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3273    3.5967   -0.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4611    1.4577    0.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21  4  1  0
 14 10  1  0
 21 15  1  0
  1 22  1  0
  3 23  1  0
  6 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 16 28  1  0
 19 29  1  0
 20 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Chloro-2-hydroxy-3-(thiophene-2-carbonyl)-1H-indole-1-carboximidate	Generator
Tenidap sodium	MeSH
5-Chloro-2,3-dihydro-3-(hydroxy-2-thienylmethylene)-2-oxo-1H-indole-1-carboxamide	MeSH

Chemical Formula

C₁₄H₉ClN₂O₃S

Average Molecular Weight

320.75

Monoisotopic Molecular Weight

320.002241

IUPAC Name

5-chloro-2-hydroxy-3-(thiophene-2-carbonyl)-1H-indole-1-carboximidic acid

Traditional Name

5-chloro-2-hydroxy-3-(thiophene-2-carbonyl)indole-1-carboximidic acid

CAS Registry Number

Not Available

SMILES

OC(=N)N1C(O)=C(C(=O)C2=CC=CS2)C2=C1C=CC(Cl)=C2

InChI Identifier

InChI=1S/C14H9ClN2O3S/c15-7-3-4-9-8(6-7)11(13(19)17(9)14(16)20)12(18)10-2-1-5-21-10/h1-6,19H,(H2,16,20)

InChI Key

IZSFDUMVCVVWKW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolecarboxamides and derivatives. Indolecarboxamides and derivatives are compounds containing a carboxamide group attached to an indole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolecarboxylic acids and derivatives

Direct Parent

Indolecarboxamides and derivatives

Alternative Parents

Substituents

Indolecarboxamide derivative
Hydroxyindole
Indole
Pyrrole-1-carboxamide
Pyrrole-1-carboxylic acid or derivatives
Thiophene carboxylic acid or derivatives
Aryl ketone
Aryl chloride
Aryl halide
Substituted pyrrole
Benzenoid
Heteroaromatic compound
Pyrrole
Vinylogous amide
Vinylogous acid
Thiophene
Carbonic acid derivative
Urea
Ketone
Azacycle
Organonitrogen compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
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: 31557052)

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
logP	2.99	ALOGPS
logP	4.82	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	6.45	ChemAxon
pKa (Strongest Basic)	5.69	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.31 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	89.83 m³·mol⁻¹	ChemAxon
Polarizability	30.72 Å³	ChemAxon
Number of Rings	3	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]+	164.895	30932474
DeepCCS	[M-H]-	162.537	30932474
DeepCCS	[M-2H]-	195.963	30932474
DeepCCS	[M+Na]+	171.19	30932474
AllCCS	[M+H]+	167.9	32859911
AllCCS	[M+H-H2O]+	164.4	32859911
AllCCS	[M+NH4]+	171.1	32859911
AllCCS	[M+Na]+	172.1	32859911
AllCCS	[M-H]-	166.1	32859911
AllCCS	[M+Na-2H]-	165.4	32859911
AllCCS	[M+HCOO]-	164.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tenidap	OC(=N)N1C(O)=C(C(=O)C2=CC=CS2)C2=C1C=CC(Cl)=C2	4324.0	Standard polar	33892256
Tenidap	OC(=N)N1C(O)=C(C(=O)C2=CC=CS2)C2=C1C=CC(Cl)=C2	2650.4	Standard non polar	33892256
Tenidap	OC(=N)N1C(O)=C(C(=O)C2=CC=CS2)C2=C1C=CC(Cl)=C2	3131.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tenidap,3TMS,isomer #1	C[Si](C)(C)N=C(O[Si](C)(C)C)N1C(O[Si](C)(C)C)=C(C(=O)C2=CC=CS2)C2=CC(Cl)=CC=C21	2737.7	Semi standard non polar	33892256
Tenidap,3TMS,isomer #1	C[Si](C)(C)N=C(O[Si](C)(C)C)N1C(O[Si](C)(C)C)=C(C(=O)C2=CC=CS2)C2=CC(Cl)=CC=C21	2492.6	Standard non polar	33892256
Tenidap,3TMS,isomer #1	C[Si](C)(C)N=C(O[Si](C)(C)C)N1C(O[Si](C)(C)C)=C(C(=O)C2=CC=CS2)C2=CC(Cl)=CC=C21	3273.4	Standard polar	33892256
Tenidap,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(O[Si](C)(C)C(C)(C)C)N1C(O[Si](C)(C)C(C)(C)C)=C(C(=O)C2=CC=CS2)C2=CC(Cl)=CC=C21	3250.4	Semi standard non polar	33892256
Tenidap,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(O[Si](C)(C)C(C)(C)C)N1C(O[Si](C)(C)C(C)(C)C)=C(C(=O)C2=CC=CS2)C2=CC(Cl)=CC=C21	2971.8	Standard non polar	33892256
Tenidap,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(O[Si](C)(C)C(C)(C)C)N1C(O[Si](C)(C)C(C)(C)C)=C(C(=O)C2=CC=CS2)C2=CC(Cl)=CC=C21	3480.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tenidap GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-4792000000-517cc82cf81fec70d8ea	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tenidap GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tenidap GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tenidap GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tenidap GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tenidap GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tenidap GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tenidap GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tenidap GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tenidap GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tenidap GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tenidap GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tenidap GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tenidap GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	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 - Tenidap 10V, Positive-QTOF	splash10-00di-0029000000-aaa037575ec6c9709ae4	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tenidap 20V, Positive-QTOF	splash10-004u-0492000000-8dd4afbc3e23b8d5db13	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tenidap 40V, Positive-QTOF	splash10-000f-5690000000-dd150cf204c9c37b4bec	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tenidap 10V, Negative-QTOF	splash10-0006-9032000000-aca542222ff475d30abf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tenidap 20V, Negative-QTOF	splash10-004i-4091000000-fda60511161b26b8f5e0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tenidap 40V, Negative-QTOF	splash10-052f-9120000000-7f115795c019d2eb9c07	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

54717

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Tenidap (HMDB0258816)

MOL for HMDB0258816 (Tenidap)

3D MOL for HMDB0258816 (Tenidap)

3D SDF for HMDB0258816 (Tenidap)

3D-SDF for HMDB0258816 (Tenidap)

PDB for HMDB0258816 (Tenidap)

3D PDB for HMDB0258816 (Tenidap)

SMILES for HMDB0258816 (Tenidap)

INCHI for HMDB0258816 (Tenidap)

Structure for HMDB0258816 (Tenidap)

3D Structure for HMDB0258816 (Tenidap)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra