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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:43:03 UTC

Update Date

2021-09-26 22:55:57 UTC

HMDB ID

HMDB0246699

Secondary Accession Numbers

None

Metabolite Identification

Common Name

6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide

Description

6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide, also known as EX527 CPD or selisistat, belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring. Based on a literature review a significant number of articles have been published on 6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). 6-chloro-2,3,4,9-tetrahydro-1h-carbazole-1-carboxamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide 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

HMDB0246699
     RDKit          3D
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide
 30 32  0  0  0  0  0  0  0  0999 V2000
   -2.8368   -1.1449   -0.9832 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7513   -1.0090    0.4481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4317   -1.7646    1.1860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8800    0.0010    1.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2943    1.4036    0.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1797    2.3492    0.5012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2503    1.8569   -0.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2811    0.5458   -0.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4834   -0.2914    0.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2510   -1.3754    0.8959 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4575   -1.2578    0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5620   -2.0806    0.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7158   -1.6985   -0.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7552   -0.4828   -1.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1697    0.0587   -1.9483 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6557    0.3531   -1.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5123   -0.0483   -0.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5546   -2.0429   -1.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1693   -0.3859   -1.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8930   -0.1638    2.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8596    1.7985    1.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0201    1.4673   -0.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5697    2.6172    1.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6232    3.2974    0.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5631    2.6129   -0.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7869    1.6763   -1.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0382   -2.2202    1.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5180   -3.0287    0.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5691   -2.3526   -0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6113    1.3093   -1.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  9  4  1  0
 17 11  1  0
 17  8  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 16 30  1  0
M  END

  Mrv1652309112101432D          

 17 19  0  0  0  0            999 V2000
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896    1.6387    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6633   -1.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703   -1.3283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1113   -1.7698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  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
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  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  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
 12 14  1  0  0  0  0
  3 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246699

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(=O)C1CCCC2=C1NC1=C2C=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H13ClN2O/c14-7-4-5-11-10(6-7)8-2-1-3-9(13(15)17)12(8)16-11/h4-6,9,16H,1-3H2,(H2,15,17)

> <INCHI_KEY>
FUZYTVDVLBBXDL-UHFFFAOYSA-N

> <FORMULA>
C13H13ClN2O

> <MOLECULAR_WEIGHT>
248.71

> <EXACT_MASS>
248.0716407

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
25.942876767484478

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide

> <ALOGPS_LOGP>
2.76

> <JCHEM_LOGP>
2.4641097146666664

> <ALOGPS_LOGS>
-3.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.614641675185535

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.73351737604116

> <JCHEM_PKA_STRONGEST_BASIC>
-2.644555708755251

> <JCHEM_POLAR_SURFACE_AREA>
58.879999999999995

> <JCHEM_REFRACTIVITY>
67.37110000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246699
     RDKit          3D
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide
 30 32  0  0  0  0  0  0  0  0999 V2000
   -2.8368   -1.1449   -0.9832 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7513   -1.0090    0.4481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4317   -1.7646    1.1860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8800    0.0010    1.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2943    1.4036    0.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1797    2.3492    0.5012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2503    1.8569   -0.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2811    0.5458   -0.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4834   -0.2914    0.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2510   -1.3754    0.8959 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4575   -1.2578    0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5620   -2.0806    0.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7158   -1.6985   -0.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7552   -0.4828   -1.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1697    0.0587   -1.9483 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6557    0.3531   -1.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5123   -0.0483   -0.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5546   -2.0429   -1.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1693   -0.3859   -1.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8930   -0.1638    2.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8596    1.7985    1.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0201    1.4673   -0.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5697    2.6172    1.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6232    3.2974    0.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5631    2.6129   -0.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7869    1.6763   -1.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0382   -2.2202    1.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5180   -3.0287    0.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5691   -2.3526   -0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6113    1.3093   -1.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  9  4  1  0
 17 11  1  0
 17  8  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 16 30  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       6.917   1.914   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.393   0.450   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.410   2.235   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       3.610  -1.280   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.173   0.450   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM   14 Cl   UNK     0      -0.727   3.059   0.000  0.00  0.00          Cl+0
HETATM   15  C   UNK     0       6.838  -2.159   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.344  -2.479   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       5.808  -3.304   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12    7                                                       
CONECT   14   12                                                            
CONECT   15    3   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0246699
HETATM    1  N1  UNL     1      -2.837  -1.145  -0.983  1.00  0.00           N  
HETATM    2  C1  UNL     1      -2.751  -1.009   0.448  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.432  -1.765   1.186  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.880   0.001   1.081  1.00  0.00           C  
HETATM    5  C3  UNL     1      -2.294   1.404   0.789  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.180   2.349   0.501  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.250   1.857  -0.585  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.281   0.546  -0.124  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.483  -0.291   0.640  1.00  0.00           C  
HETATM   10  N2  UNL     1       0.251  -1.375   0.896  1.00  0.00           N  
HETATM   11  C8  UNL     1       1.458  -1.258   0.321  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.562  -2.081   0.282  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.716  -1.698  -0.409  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.755  -0.483  -1.063  1.00  0.00           C  
HETATM   15 CL1  UNL     1       5.170   0.059  -1.948  1.00  0.00          CL  
HETATM   16  C12 UNL     1       2.656   0.353  -1.033  1.00  0.00           C  
HETATM   17  C13 UNL     1       1.512  -0.048  -0.336  1.00  0.00           C  
HETATM   18  H1  UNL     1      -2.555  -2.043  -1.429  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.169  -0.386  -1.607  1.00  0.00           H  
HETATM   20  H3  UNL     1      -1.893  -0.164   2.176  1.00  0.00           H  
HETATM   21  H4  UNL     1      -2.860   1.798   1.658  1.00  0.00           H  
HETATM   22  H5  UNL     1      -3.020   1.467  -0.073  1.00  0.00           H  
HETATM   23  H6  UNL     1      -0.570   2.617   1.384  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.623   3.297   0.131  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.563   2.613  -0.687  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.787   1.676  -1.535  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.038  -2.220   1.462  1.00  0.00           H  
HETATM   28  H11 UNL     1       2.518  -3.029   0.798  1.00  0.00           H  
HETATM   29  H12 UNL     1       4.569  -2.353  -0.429  1.00  0.00           H  
HETATM   30  H13 UNL     1       2.611   1.309  -1.516  1.00  0.00           H  
CONECT    1    2   18   19
CONECT    2    3    3    4
CONECT    4    5    9   20
CONECT    5    6   21   22
CONECT    6    7   23   24
CONECT    7    8   25   26
CONECT    8    9    9   17
CONECT    9   10
CONECT   10   11   27
CONECT   11   12   12   17
CONECT   12   13   28
CONECT   13   14   14   29
CONECT   14   15   16
CONECT   16   17   17   30
END

HMDB0246699
     RDKit          3D
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide
 30 32  0  0  0  0  0  0  0  0999 V2000
   -2.8368   -1.1449   -0.9832 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7513   -1.0090    0.4481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4317   -1.7646    1.1860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8800    0.0010    1.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2943    1.4036    0.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1797    2.3492    0.5012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2503    1.8569   -0.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2811    0.5458   -0.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4834   -0.2914    0.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2510   -1.3754    0.8959 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4575   -1.2578    0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5620   -2.0806    0.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7158   -1.6985   -0.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7552   -0.4828   -1.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1697    0.0587   -1.9483 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6557    0.3531   -1.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5123   -0.0483   -0.3364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5546   -2.0429   -1.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1693   -0.3859   -1.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8930   -0.1638    2.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8596    1.7985    1.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0201    1.4673   -0.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5697    2.6172    1.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6232    3.2974    0.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5631    2.6129   -0.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7869    1.6763   -1.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0382   -2.2202    1.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5180   -3.0287    0.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5691   -2.3526   -0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6113    1.3093   -1.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  9  4  1  0
 17 11  1  0
 17  8  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 16 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
EX527 CPD	HMDB
Selisistat	HMDB

Chemical Formula

C₁₃H₁₃ClN₂O

Average Molecular Weight

248.71

Monoisotopic Molecular Weight

248.0716407

IUPAC Name

6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide

Traditional Name

6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide

CAS Registry Number

Not Available

SMILES

NC(=O)C1CCCC2=C1NC1=C2C=C(Cl)C=C1

InChI Identifier

InChI=1S/C13H13ClN2O/c14-7-4-5-11-10(6-7)8-2-1-3-9(13(15)17)12(8)16-11/h4-6,9,16H,1-3H2,(H2,15,17)

InChI Key

FUZYTVDVLBBXDL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Carbazoles

Alternative Parents

Substituents

Carbazole
3-alkylindole
Indole
Aryl chloride
Aryl halide
Benzenoid
Heteroaromatic compound
Pyrrole
Carboxamide group
Primary carboxylic acid amide
Carboxylic acid derivative
Azacycle
Organonitrogen compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organic nitrogen 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)

Source

Exogenous

Exogenous (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	2.76	ALOGPS
logP	2.46	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	15.73	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.88 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	67.37 m³·mol⁻¹	ChemAxon
Polarizability	25.94 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]+	156.091	30932474
DeepCCS	[M-H]-	153.696	30932474
DeepCCS	[M-2H]-	186.707	30932474
DeepCCS	[M+Na]+	162.122	30932474
AllCCS	[M+H]+	154.7	32859911
AllCCS	[M+H-H2O]+	150.8	32859911
AllCCS	[M+NH4]+	158.2	32859911
AllCCS	[M+Na]+	159.3	32859911
AllCCS	[M-H]-	157.6	32859911
AllCCS	[M+Na-2H]-	157.3	32859911
AllCCS	[M+HCOO]-	157.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide	NC(=O)C1CCCC2=C1NC1=C2C=C(Cl)C=C1	3526.4	Standard polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide	NC(=O)C1CCCC2=C1NC1=C2C=C(Cl)C=C1	2328.9	Standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide	NC(=O)C1CCCC2=C1NC1=C2C=C(Cl)C=C1	2645.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,1TMS,isomer #1	C[Si](C)(C)NC(=O)C1CCCC2=C1[NH]C1=CC=C(Cl)C=C21	2468.0	Semi standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,1TMS,isomer #1	C[Si](C)(C)NC(=O)C1CCCC2=C1[NH]C1=CC=C(Cl)C=C21	2323.9	Standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,1TMS,isomer #1	C[Si](C)(C)NC(=O)C1CCCC2=C1[NH]C1=CC=C(Cl)C=C21	3172.0	Standard polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,1TMS,isomer #2	C[Si](C)(C)N1C2=C(CCCC2C(N)=O)C2=CC(Cl)=CC=C21	2612.9	Semi standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,1TMS,isomer #2	C[Si](C)(C)N1C2=C(CCCC2C(N)=O)C2=CC(Cl)=CC=C21	2287.2	Standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,1TMS,isomer #2	C[Si](C)(C)N1C2=C(CCCC2C(N)=O)C2=CC(Cl)=CC=C21	3364.5	Standard polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,2TMS,isomer #1	C[Si](C)(C)N(C(=O)C1CCCC2=C1[NH]C1=CC=C(Cl)C=C21)[Si](C)(C)C	2549.1	Semi standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,2TMS,isomer #1	C[Si](C)(C)N(C(=O)C1CCCC2=C1[NH]C1=CC=C(Cl)C=C21)[Si](C)(C)C	2479.6	Standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,2TMS,isomer #1	C[Si](C)(C)N(C(=O)C1CCCC2=C1[NH]C1=CC=C(Cl)C=C21)[Si](C)(C)C	3040.6	Standard polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,2TMS,isomer #2	C[Si](C)(C)NC(=O)C1CCCC2=C1N([Si](C)(C)C)C1=CC=C(Cl)C=C21	2466.1	Semi standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,2TMS,isomer #2	C[Si](C)(C)NC(=O)C1CCCC2=C1N([Si](C)(C)C)C1=CC=C(Cl)C=C21	2353.1	Standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,2TMS,isomer #2	C[Si](C)(C)NC(=O)C1CCCC2=C1N([Si](C)(C)C)C1=CC=C(Cl)C=C21	2790.9	Standard polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,3TMS,isomer #1	C[Si](C)(C)N(C(=O)C1CCCC2=C1N([Si](C)(C)C)C1=CC=C(Cl)C=C21)[Si](C)(C)C	2551.6	Semi standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,3TMS,isomer #1	C[Si](C)(C)N(C(=O)C1CCCC2=C1N([Si](C)(C)C)C1=CC=C(Cl)C=C21)[Si](C)(C)C	2505.5	Standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,3TMS,isomer #1	C[Si](C)(C)N(C(=O)C1CCCC2=C1N([Si](C)(C)C)C1=CC=C(Cl)C=C21)[Si](C)(C)C	2679.5	Standard polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1CCCC2=C1[NH]C1=CC=C(Cl)C=C21	2692.1	Semi standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1CCCC2=C1[NH]C1=CC=C(Cl)C=C21	2588.6	Standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1CCCC2=C1[NH]C1=CC=C(Cl)C=C21	3251.1	Standard polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C2=C(CCCC2C(N)=O)C2=CC(Cl)=CC=C21	2750.9	Semi standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C2=C(CCCC2C(N)=O)C2=CC(Cl)=CC=C21	2539.7	Standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C2=C(CCCC2C(N)=O)C2=CC(Cl)=CC=C21	3409.3	Standard polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1CCCC2=C1[NH]C1=CC=C(Cl)C=C21)[Si](C)(C)C(C)(C)C	3001.7	Semi standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1CCCC2=C1[NH]C1=CC=C(Cl)C=C21)[Si](C)(C)C(C)(C)C	2969.6	Standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1CCCC2=C1[NH]C1=CC=C(Cl)C=C21)[Si](C)(C)C(C)(C)C	3110.4	Standard polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)C1CCCC2=C1N([Si](C)(C)C(C)(C)C)C1=CC=C(Cl)C=C21	2852.9	Semi standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)C1CCCC2=C1N([Si](C)(C)C(C)(C)C)C1=CC=C(Cl)C=C21	2841.7	Standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)C1CCCC2=C1N([Si](C)(C)C(C)(C)C)C1=CC=C(Cl)C=C21	2956.3	Standard polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1CCCC2=C1N([Si](C)(C)C(C)(C)C)C1=CC=C(Cl)C=C21)[Si](C)(C)C(C)(C)C	3105.5	Semi standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1CCCC2=C1N([Si](C)(C)C(C)(C)C)C1=CC=C(Cl)C=C21)[Si](C)(C)C(C)(C)C	3156.0	Standard non polar	33892256
6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1CCCC2=C1N([Si](C)(C)C(C)(C)C)C1=CC=C(Cl)C=C21)[Si](C)(C)C(C)(C)C	2939.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-1190000000-9aad5b343613ee78b82a	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide 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 - 6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide 10V, Positive-QTOF	splash10-001i-0090000000-43948a6dfba5a7fff035	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide 20V, Positive-QTOF	splash10-0f89-0090000000-c9ce9d40bdfa4b98ccf0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide 40V, Positive-QTOF	splash10-014i-0930000000-967a56c8cec0df593ce2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide 10V, Negative-QTOF	splash10-0002-1090000000-b6f457b4291d8c9aca1e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide 20V, Negative-QTOF	splash10-0005-7090000000-0be60bf575e6eb47eb86	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide 40V, Negative-QTOF	splash10-001l-9110000000-edd437a4ceb4a77199e7	2021-10-12	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

4288080

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5113032

PDB ID

Not Available

ChEBI ID

90369

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 6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide (HMDB0246699)

MOL for HMDB0246699 (6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide)

3D MOL for HMDB0246699 (6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide)

3D SDF for HMDB0246699 (6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide)

3D-SDF for HMDB0246699 (6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide)

PDB for HMDB0246699 (6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide)

3D PDB for HMDB0246699 (6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide)

SMILES for HMDB0246699 (6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide)

INCHI for HMDB0246699 (6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide)

Structure for HMDB0246699 (6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide)

3D Structure for HMDB0246699 (6-Chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra