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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:03:46 UTC

Update Date

2021-09-26 22:56:30 UTC

HMDB ID

HMDB0247045

Secondary Accession Numbers

None

Metabolite Identification

Common Name

6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide

Description

6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide, also known as 6-chloro-5-methyl-1-(5-quinolylcarbamoyl)indoline, belongs to the class of organic compounds known as indolecarboxylic acids and derivatives. Indolecarboxylic acids and derivatives are compounds containing a carboxylic acid group (or a derivative thereof) linked to an indole. Based on a literature review very few articles have been published on 6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). 6-chloro-5-methyl-n-quinolin-4-yl-2,3-dihydroindole-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-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-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

HMDB0247045
     RDKit          3D
6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide
 40 43  0  0  0  0  0  0  0  0999 V2000
   -5.0482    1.8400    1.5361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9582    1.0509    0.8848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0727   -0.3310    0.9510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1152   -1.1260    0.3792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0089   -0.5702   -0.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9452    0.8114   -0.3158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895    1.6406    0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8097    3.3848    0.2027 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1962   -1.6161   -0.7653 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2128   -1.6290   -0.8801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7400   -2.6161   -1.5029 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0586   -0.6382   -0.3550 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4659   -0.6078   -0.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2468   -1.5700   -1.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2684   -0.4363   -0.5635 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5516    0.5596    0.0339 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2130    1.6373    0.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5662    2.6721    1.1845 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1743    0.4839    0.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1554   -2.6936   -1.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9496   -2.6097    0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.0313    1.3954    1.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9307   -0.7834    1.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1025    1.2493   -0.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5482    0.1313    0.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7825   -2.4350   -1.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1703   -2.3087   -1.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3127    1.6480    0.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1315    3.5134    1.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6399    3.4120    1.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4489    1.5342    0.7874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8402   -2.3930   -1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6722   -3.6615   -1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2708   -3.0131    1.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9048   -3.1375    0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
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M  END

  Mrv1652309112102042D          

 24 27  0  0  0  0            999 V2000
   -1.6091   -6.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1189   -4.4675    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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 18 23  1  0  0  0  0
 14 23  1  0  0  0  0
  3 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247045

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(Cl)C=C2N(CCC2=C1)C(=O)NC1=CC=NC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C19H16ClN3O/c1-12-10-13-7-9-23(18(13)11-15(12)20)19(24)22-17-6-8-21-16-5-3-2-4-14(16)17/h2-6,8,10-11H,7,9H2,1H3,(H,21,22,24)

> <INCHI_KEY>
BPVGSWDWIRIUME-UHFFFAOYSA-N

> <FORMULA>
C19H16ClN3O

> <MOLECULAR_WEIGHT>
337.81

> <EXACT_MASS>
337.0981898

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
36.02896660027423

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-chloro-5-methyl-N-(quinolin-4-yl)-2,3-dihydro-1H-indole-1-carboxamide

> <ALOGPS_LOGP>
3.87

> <JCHEM_LOGP>
4.297730457

> <ALOGPS_LOGS>
-4.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.102189928799447

> <JCHEM_PKA_STRONGEST_BASIC>
4.896994716276999

> <JCHEM_POLAR_SURFACE_AREA>
45.230000000000004

> <JCHEM_REFRACTIVITY>
96.24560000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-chloro-5-methyl-N-(quinolin-4-yl)-2,3-dihydroindole-1-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247045
     RDKit          3D
6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide
 40 43  0  0  0  0  0  0  0  0999 V2000
   -5.0482    1.8400    1.5361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9582    1.0509    0.8848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0727   -0.3310    0.9510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1152   -1.1260    0.3792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0089   -0.5702   -0.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9452    0.8114   -0.3158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895    1.6406    0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8097    3.3848    0.2027 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1962   -1.6161   -0.7653 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2128   -1.6290   -0.8801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7400   -2.6161   -1.5029 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0586   -0.6382   -0.3550 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4659   -0.6078   -0.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2468   -1.5700   -1.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6394   -1.4777   -1.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2684   -0.4363   -0.5635 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5516    0.5596    0.0339 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2130    1.6373    0.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5662    2.6721    1.1845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1977    2.6105    1.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5049    1.5076    0.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1743    0.4839    0.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1554   -2.6936   -1.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9496   -2.6097    0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9842    1.6585    2.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9880    2.9133    1.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0313    1.3954    1.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9307   -0.7834    1.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1025    1.2493   -0.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5482    0.1313    0.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7825   -2.4350   -1.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1703   -2.3087   -1.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3127    1.6480    0.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1315    3.5134    1.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6399    3.4120    1.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4489    1.5342    0.7874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8402   -2.3930   -1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6722   -3.6615   -1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2708   -3.0131    1.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9048   -3.1375    0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
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  6  7  2  0
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 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  9 23  1  0
 23 24  1  0
  7  2  1  0
 22 13  1  0
 24  4  1  0
 22 17  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  6 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
 23 37  1  0
 23 38  1  0
 24 39  1  0
 24 40  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      -3.004 -11.269   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.973 -10.124   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.449  -8.659   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.419  -7.515   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.088  -7.835   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.564  -9.300   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.467 -10.444   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.104  -9.300   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.580  -7.835   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       1.334  -6.930   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0       2.667  -4.620   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   24 Cl   UNK     0      -3.955  -8.339   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   23                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18   14                                                  
CONECT   24    3                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0247045
HETATM    1  C1  UNL     1      -5.048   1.840   1.536  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.958   1.051   0.885  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.073  -0.331   0.951  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.115  -1.126   0.379  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.009  -0.570  -0.278  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.945   0.811  -0.316  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.890   1.641   0.248  1.00  0.00           C  
HETATM    8 CL1  UNL     1      -2.810   3.385   0.203  1.00  0.00          CL  
HETATM    9  N1  UNL     1      -1.196  -1.616  -0.765  1.00  0.00           N  
HETATM   10  C8  UNL     1       0.213  -1.629  -0.880  1.00  0.00           C  
HETATM   11  O1  UNL     1       0.740  -2.616  -1.503  1.00  0.00           O  
HETATM   12  N2  UNL     1       1.059  -0.638  -0.355  1.00  0.00           N  
HETATM   13  C9  UNL     1       2.466  -0.608  -0.453  1.00  0.00           C  
HETATM   14  C10 UNL     1       3.247  -1.570  -1.037  1.00  0.00           C  
HETATM   15  C11 UNL     1       4.639  -1.478  -1.088  1.00  0.00           C  
HETATM   16  N3  UNL     1       5.268  -0.436  -0.563  1.00  0.00           N  
HETATM   17  C12 UNL     1       4.552   0.560   0.034  1.00  0.00           C  
HETATM   18  C13 UNL     1       5.213   1.637   0.573  1.00  0.00           C  
HETATM   19  C14 UNL     1       4.566   2.672   1.184  1.00  0.00           C  
HETATM   20  C15 UNL     1       3.198   2.610   1.250  1.00  0.00           C  
HETATM   21  C16 UNL     1       2.505   1.508   0.699  1.00  0.00           C  
HETATM   22  C17 UNL     1       3.174   0.484   0.093  1.00  0.00           C  
HETATM   23  C18 UNL     1      -2.155  -2.694  -1.066  1.00  0.00           C  
HETATM   24  C19 UNL     1      -2.950  -2.610   0.257  1.00  0.00           C  
HETATM   25  H1  UNL     1      -4.984   1.659   2.627  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.988   2.913   1.306  1.00  0.00           H  
HETATM   27  H3  UNL     1      -6.031   1.395   1.208  1.00  0.00           H  
HETATM   28  H4  UNL     1      -4.931  -0.783   1.462  1.00  0.00           H  
HETATM   29  H5  UNL     1      -1.103   1.249  -0.841  1.00  0.00           H  
HETATM   30  H6  UNL     1       0.548   0.131   0.184  1.00  0.00           H  
HETATM   31  H7  UNL     1       2.782  -2.435  -1.474  1.00  0.00           H  
HETATM   32  H8  UNL     1       5.170  -2.309  -1.581  1.00  0.00           H  
HETATM   33  H9  UNL     1       6.313   1.648   0.500  1.00  0.00           H  
HETATM   34  H10 UNL     1       5.132   3.513   1.602  1.00  0.00           H  
HETATM   35  H11 UNL     1       2.640   3.412   1.727  1.00  0.00           H  
HETATM   36  H12 UNL     1       1.449   1.534   0.787  1.00  0.00           H  
HETATM   37  H13 UNL     1      -2.840  -2.393  -1.876  1.00  0.00           H  
HETATM   38  H14 UNL     1      -1.672  -3.661  -1.189  1.00  0.00           H  
HETATM   39  H15 UNL     1      -2.271  -3.013   1.036  1.00  0.00           H  
HETATM   40  H16 UNL     1      -3.905  -3.138   0.176  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    3    7
CONECT    3    4   28
CONECT    4    5    5   24
CONECT    5    6    9
CONECT    6    7    7   29
CONECT    7    8
CONECT    9   10   23
CONECT   10   11   11   12
CONECT   12   13   30
CONECT   13   14   14   22
CONECT   14   15   31
CONECT   15   16   16   32
CONECT   16   17
CONECT   17   18   18   22
CONECT   18   19   33
CONECT   19   20   20   34
CONECT   20   21   35
CONECT   21   22   22   36
CONECT   23   24   37   38
CONECT   24   39   40
END

HMDB0247045
     RDKit          3D
6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide
 40 43  0  0  0  0  0  0  0  0999 V2000
   -5.0482    1.8400    1.5361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9582    1.0509    0.8848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0727   -0.3310    0.9510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1152   -1.1260    0.3792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0089   -0.5702   -0.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9452    0.8114   -0.3158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895    1.6406    0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8097    3.3848    0.2027 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1962   -1.6161   -0.7653 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2128   -1.6290   -0.8801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7400   -2.6161   -1.5029 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0586   -0.6382   -0.3550 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4659   -0.6078   -0.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2468   -1.5700   -1.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6394   -1.4777   -1.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2684   -0.4363   -0.5635 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5516    0.5596    0.0339 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2130    1.6373    0.5735 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5662    2.6721    1.1845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1977    2.6105    1.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5049    1.5076    0.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1743    0.4839    0.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1554   -2.6936   -1.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9496   -2.6097    0.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9842    1.6585    2.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9880    2.9133    1.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0313    1.3954    1.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9307   -0.7834    1.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1025    1.2493   -0.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5482    0.1313    0.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7825   -2.4350   -1.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1703   -2.3087   -1.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3127    1.6480    0.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1315    3.5134    1.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6399    3.4120    1.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4489    1.5342    0.7874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8402   -2.3930   -1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6722   -3.6615   -1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2708   -3.0131    1.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9048   -3.1375    0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  9 23  1  0
 23 24  1  0
  7  2  1  0
 22 13  1  0
 24  4  1  0
 22 17  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  6 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
 23 37  1  0
 23 38  1  0
 24 39  1  0
 24 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Chloro-5-methyl-1-(5-quinolylcarbamoyl)indoline	MeSH

Chemical Formula

C₁₉H₁₆ClN₃O

Average Molecular Weight

337.81

Monoisotopic Molecular Weight

337.0981898

IUPAC Name

6-chloro-5-methyl-N-(quinolin-4-yl)-2,3-dihydro-1H-indole-1-carboxamide

Traditional Name

6-chloro-5-methyl-N-(quinolin-4-yl)-2,3-dihydroindole-1-carboxamide

CAS Registry Number

Not Available

SMILES

CC1=C(Cl)C=C2N(CCC2=C1)C(=O)NC1=CC=NC2=CC=CC=C12

InChI Identifier

InChI=1S/C19H16ClN3O/c1-12-10-13-7-9-23(18(13)11-15(12)20)19(24)22-17-6-8-21-16-5-3-2-4-14(16)17/h2-6,8,10-11H,7,9H2,1H3,(H,21,22,24)

InChI Key

BPVGSWDWIRIUME-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolecarboxylic acids and derivatives. Indolecarboxylic acids and derivatives are compounds containing a carboxylic acid group (or a derivative thereof) linked to an indole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolecarboxylic acids and derivatives

Direct Parent

Indolecarboxylic acids and derivatives

Alternative Parents

Substituents

Indolecarboxylic acid derivative
Quinoline
Aryl chloride
Aryl halide
Pyridine
Benzenoid
Heteroaromatic compound
Urea
Azacycle
Carbonyl group
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic nitrogen 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: 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	3.87	ALOGPS
logP	4.3	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	11.1	ChemAxon
pKa (Strongest Basic)	4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	45.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	96.25 m³·mol⁻¹	ChemAxon
Polarizability	36.03 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-2H]-	206.211	30932474
DeepCCS	[M+Na]+	181.438	30932474
AllCCS	[M+H]+	178.3	32859911
AllCCS	[M+H-H2O]+	175.1	32859911
AllCCS	[M+NH4]+	181.3	32859911
AllCCS	[M+Na]+	182.1	32859911
AllCCS	[M-H]-	179.8	32859911
AllCCS	[M+Na-2H]-	178.9	32859911
AllCCS	[M+HCOO]-	178.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide	CC1=C(Cl)C=C2N(CCC2=C1)C(=O)NC1=CC=NC2=CC=CC=C12	4284.5	Standard polar	33892256
6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide	CC1=C(Cl)C=C2N(CCC2=C1)C(=O)NC1=CC=NC2=CC=CC=C12	3381.1	Standard non polar	33892256
6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide	CC1=C(Cl)C=C2N(CCC2=C1)C(=O)NC1=CC=NC2=CC=CC=C12	3368.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide,1TMS,isomer #1	CC1=CC2=C(C=C1Cl)N(C(=O)N(C1=CC=NC3=CC=CC=C13)[Si](C)(C)C)CC2	3024.0	Semi standard non polar	33892256
6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide,1TMS,isomer #1	CC1=CC2=C(C=C1Cl)N(C(=O)N(C1=CC=NC3=CC=CC=C13)[Si](C)(C)C)CC2	2928.0	Standard non polar	33892256
6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide,1TMS,isomer #1	CC1=CC2=C(C=C1Cl)N(C(=O)N(C1=CC=NC3=CC=CC=C13)[Si](C)(C)C)CC2	3896.6	Standard polar	33892256
6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide,1TBDMS,isomer #1	CC1=CC2=C(C=C1Cl)N(C(=O)N(C1=CC=NC3=CC=CC=C13)[Si](C)(C)C(C)(C)C)CC2	3244.0	Semi standard non polar	33892256
6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide,1TBDMS,isomer #1	CC1=CC2=C(C=C1Cl)N(C(=O)N(C1=CC=NC3=CC=CC=C13)[Si](C)(C)C(C)(C)C)CC2	3191.3	Standard non polar	33892256
6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide,1TBDMS,isomer #1	CC1=CC2=C(C=C1Cl)N(C(=O)N(C1=CC=NC3=CC=CC=C13)[Si](C)(C)C(C)(C)C)CC2	3950.2	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-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-00r6-0903000000-bccb86d43cb8a6d2692f	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-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-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide 10V, Positive-QTOF	splash10-000i-0309000000-daf941cf5fb45f505a8a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide 20V, Positive-QTOF	splash10-000l-0908000000-c99851ba834b7d4af722	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide 40V, Positive-QTOF	splash10-003r-0900000000-3a912010e086ab865ee6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide 10V, Negative-QTOF	splash10-000i-0709000000-f3501356eab0a5da138f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide 20V, Negative-QTOF	splash10-00ku-0906000000-772a3d30503e49ac3113	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide 40V, Negative-QTOF	splash10-00lu-5900000000-964e50f4617e6a6c47f6	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

5036305

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

SB-215505

METLIN ID

Not Available

PubChem Compound

6603999

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 6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide (HMDB0247045)

MOL for HMDB0247045 (6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide)

3D MOL for HMDB0247045 (6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide)

3D SDF for HMDB0247045 (6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide)

3D-SDF for HMDB0247045 (6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide)

PDB for HMDB0247045 (6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide)

3D PDB for HMDB0247045 (6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide)

SMILES for HMDB0247045 (6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide)

INCHI for HMDB0247045 (6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide)

Structure for HMDB0247045 (6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide)

3D Structure for HMDB0247045 (6-Chloro-5-methyl-N-quinolin-4-yl-2,3-dihydroindole-1-carboxamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra