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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:30:27 UTC

Update Date

2021-09-26 23:12:52 UTC

HMDB ID

HMDB0256885

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide

Description

N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. Based on a literature review very few articles have been published on N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(6-chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide 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

HMDB0256885
     RDKit          3D
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide
 34 37  0  0  0  0  0  0  0  0999 V2000
    2.4276   -1.9012   -1.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2826   -1.0119   -0.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0582   -0.4234    0.0360 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1981   -0.6594   -0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3853   -1.5886   -1.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6368   -1.8200   -2.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8588   -3.0121   -3.3829 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7086   -1.1005   -1.6854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5513   -0.1554   -0.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    0.0650   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4816    1.0357    0.8109 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7597    1.4380    0.8654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4069    2.3814    1.6404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7092    2.5998    1.5025 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4146    1.9000    0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7957    0.9521   -0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4363    0.6997   -0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4917   -0.6244    0.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7462   -0.9213   -0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8513   -0.5479    0.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7345    0.1072    1.9135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5195    0.3869    2.3921 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4051    0.0332    1.7112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0509    0.3364    0.7927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4107   -2.2051   -1.9425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7048   -1.2247   -2.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7239    1.4059    1.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7852    2.9307    2.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4789    2.0752    0.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3483    0.3835   -0.9128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7983   -1.4385   -0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8382   -0.7765    0.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6446    0.3802    2.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4429    0.2998    2.1839 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 10  4  1  0
 17 12  1  0
 23 18  1  0
 17  9  1  0
  3 24  1  0
  5 25  1  0
  8 26  1  0
 11 27  1  0
 13 28  1  0
 15 29  1  0
 16 30  1  0
 19 31  1  0
 20 32  1  0
 21 33  1  0
 23 34  1  0
M  END

  Mrv1652309112119302D          

 23 26  0  0  0  0            999 V2000
    4.4281   -3.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1732   -2.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252   -2.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5322   -2.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7871   -3.0690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2351   -3.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0223   -0.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633   -1.1567    0.0000 N   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
    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
    4.2575    1.6387    0.0000 Cl  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 N   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
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 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
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 14 16  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 11 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 17 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256885

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=CC(NC(=O)C2=CN=CC=C2)=C2NC3=C(C=CN=C3)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H11ClN4O/c18-11-6-13-12-3-5-20-9-15(12)21-16(13)14(7-11)22-17(23)10-2-1-4-19-8-10/h1-9,21H,(H,22,23)

> <INCHI_KEY>
JZRMBDHPALEPDM-UHFFFAOYSA-N

> <FORMULA>
C17H11ClN4O

> <MOLECULAR_WEIGHT>
322.75

> <EXACT_MASS>
322.0621387

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
32.90424338396625

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-{6-chloro-9H-pyrido[3,4-b]indol-8-yl}pyridine-3-carboxamide

> <ALOGPS_LOGP>
2.77

> <JCHEM_LOGP>
2.351470317333333

> <ALOGPS_LOGS>
-4.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.206768135973004

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.148972167381606

> <JCHEM_PKA_STRONGEST_BASIC>
5.620237803136311

> <JCHEM_POLAR_SURFACE_AREA>
70.67

> <JCHEM_REFRACTIVITY>
89.4967

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.07e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{6-chloro-9H-pyrido[3,4-b]indol-8-yl}pyridine-3-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256885
     RDKit          3D
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide
 34 37  0  0  0  0  0  0  0  0999 V2000
    2.4276   -1.9012   -1.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2826   -1.0119   -0.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0582   -0.4234    0.0360 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1981   -0.6594   -0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3853   -1.5886   -1.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6368   -1.8200   -2.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8588   -3.0121   -3.3829 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7086   -1.1005   -1.6854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5513   -0.1554   -0.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    0.0650   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4816    1.0357    0.8109 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7597    1.4380    0.8654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4069    2.3814    1.6404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7092    2.5998    1.5025 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4146    1.9000    0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7957    0.9521   -0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4363    0.6997   -0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4917   -0.6244    0.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7462   -0.9213   -0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8513   -0.5479    0.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7345    0.1072    1.9135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5195    0.3869    2.3921 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4051    0.0332    1.7112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0509    0.3364    0.7927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4107   -2.2051   -1.9425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7048   -1.2247   -2.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7239    1.4059    1.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7852    2.9307    2.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4789    2.0752    0.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3483    0.3835   -0.9128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7983   -1.4385   -0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8382   -0.7765    0.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6446    0.3802    2.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4429    0.2998    2.1839 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 10  4  1  0
 17 12  1  0
 23 18  1  0
 17  9  1  0
  3 24  1  0
  5 25  1  0
  8 26  1  0
 11 27  1  0
 13 28  1  0
 15 29  1  0
 16 30  1  0
 19 31  1  0
 20 32  1  0
 21 33  1  0
 23 34  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       8.266  -6.553   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.790  -5.089   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.820  -3.944   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.327  -4.264   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      10.803  -5.729   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       9.772  -6.873   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.344  -2.479   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.375  -1.335   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       6.838  -2.159   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.410   2.235   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.917   1.914   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.393   0.450   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0       7.947   3.059   0.000  0.00  0.00          Cl+0
HETATM   17  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       3.610  -1.280   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      -0.173   0.450   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    3    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12   19                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14   10                                                       
CONECT   16   14                                                            
CONECT   17   12   18   23                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   11                                                       
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   17                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0256885
HETATM    1  O1  UNL     1       2.428  -1.901  -1.084  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.283  -1.012  -0.221  1.00  0.00           C  
HETATM    3  N1  UNL     1       1.058  -0.423   0.036  1.00  0.00           N  
HETATM    4  C2  UNL     1      -0.198  -0.659  -0.548  1.00  0.00           C  
HETATM    5  C3  UNL     1      -0.385  -1.589  -1.539  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.637  -1.820  -2.117  1.00  0.00           C  
HETATM    7 CL1  UNL     1      -1.859  -3.012  -3.383  1.00  0.00          CL  
HETATM    8  C5  UNL     1      -2.709  -1.101  -1.685  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.551  -0.155  -0.687  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.318   0.065  -0.125  1.00  0.00           C  
HETATM   11  N2  UNL     1      -1.482   1.036   0.811  1.00  0.00           N  
HETATM   12  C8  UNL     1      -2.760   1.438   0.865  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.407   2.381   1.640  1.00  0.00           C  
HETATM   14  N3  UNL     1      -4.709   2.600   1.503  1.00  0.00           N  
HETATM   15  C10 UNL     1      -5.415   1.900   0.601  1.00  0.00           C  
HETATM   16  C11 UNL     1      -4.796   0.952  -0.186  1.00  0.00           C  
HETATM   17  C12 UNL     1      -3.436   0.700  -0.067  1.00  0.00           C  
HETATM   18  C13 UNL     1       3.492  -0.624   0.506  1.00  0.00           C  
HETATM   19  C14 UNL     1       4.746  -0.921  -0.002  1.00  0.00           C  
HETATM   20  C15 UNL     1       5.851  -0.548   0.715  1.00  0.00           C  
HETATM   21  C16 UNL     1       5.735   0.107   1.914  1.00  0.00           C  
HETATM   22  N4  UNL     1       4.520   0.387   2.392  1.00  0.00           N  
HETATM   23  C17 UNL     1       3.405   0.033   1.711  1.00  0.00           C  
HETATM   24  H1  UNL     1       1.051   0.336   0.793  1.00  0.00           H  
HETATM   25  H2  UNL     1       0.411  -2.205  -1.942  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.705  -1.225  -2.085  1.00  0.00           H  
HETATM   27  H4  UNL     1      -0.724   1.406   1.394  1.00  0.00           H  
HETATM   28  H5  UNL     1      -2.785   2.931   2.367  1.00  0.00           H  
HETATM   29  H6  UNL     1      -6.479   2.075   0.485  1.00  0.00           H  
HETATM   30  H7  UNL     1      -5.348   0.384  -0.913  1.00  0.00           H  
HETATM   31  H8  UNL     1       4.798  -1.438  -0.950  1.00  0.00           H  
HETATM   32  H9  UNL     1       6.838  -0.776   0.324  1.00  0.00           H  
HETATM   33  H10 UNL     1       6.645   0.380   2.440  1.00  0.00           H  
HETATM   34  H11 UNL     1       2.443   0.300   2.184  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   18
CONECT    3    4   24
CONECT    4    5    5   10
CONECT    5    6   25
CONECT    6    7    8    8
CONECT    8    9   26
CONECT    9   10   10   17
CONECT   10   11
CONECT   11   12   27
CONECT   12   13   13   17
CONECT   13   14   28
CONECT   14   15   15
CONECT   15   16   29
CONECT   16   17   17   30
CONECT   18   19   19   23
CONECT   19   20   31
CONECT   20   21   21   32
CONECT   21   22   33
CONECT   22   23   23
CONECT   23   34
END

HMDB0256885
     RDKit          3D
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide
 34 37  0  0  0  0  0  0  0  0999 V2000
    2.4276   -1.9012   -1.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2826   -1.0119   -0.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0582   -0.4234    0.0360 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1981   -0.6594   -0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3853   -1.5886   -1.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6368   -1.8200   -2.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8588   -3.0121   -3.3829 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7086   -1.1005   -1.6854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5513   -0.1554   -0.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    0.0650   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4816    1.0357    0.8109 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7597    1.4380    0.8654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4069    2.3814    1.6404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7092    2.5998    1.5025 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4146    1.9000    0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7957    0.9521   -0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4363    0.6997   -0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4917   -0.6244    0.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7462   -0.9213   -0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8513   -0.5479    0.7147 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7345    0.1072    1.9135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5195    0.3869    2.3921 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4051    0.0332    1.7112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0509    0.3364    0.7927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4107   -2.2051   -1.9425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7048   -1.2247   -2.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7239    1.4059    1.3936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7852    2.9307    2.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4789    2.0752    0.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3483    0.3835   -0.9128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7983   -1.4385   -0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8382   -0.7765    0.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6446    0.3802    2.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4429    0.2998    2.1839 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 10  4  1  0
 17 12  1  0
 23 18  1  0
 17  9  1  0
  3 24  1  0
  5 25  1  0
  8 26  1  0
 11 27  1  0
 13 28  1  0
 15 29  1  0
 16 30  1  0
 19 31  1  0
 20 32  1  0
 21 33  1  0
 23 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-{6-chloro-9H-pyrido[3,4-b]indol-8-yl}pyridine-3-carboximidate	HMDB

Chemical Formula

C₁₇H₁₁ClN₄O

Average Molecular Weight

322.75

Monoisotopic Molecular Weight

322.0621387

IUPAC Name

N-{6-chloro-9H-pyrido[3,4-b]indol-8-yl}pyridine-3-carboxamide

Traditional Name

N-{6-chloro-9H-pyrido[3,4-b]indol-8-yl}pyridine-3-carboxamide

CAS Registry Number

Not Available

SMILES

ClC1=CC(NC(=O)C2=CN=CC=C2)=C2NC3=C(C=CN=C3)C2=C1

InChI Identifier

InChI=1S/C17H11ClN4O/c18-11-6-13-12-3-5-20-9-15(12)21-16(13)14(7-11)22-17(23)10-2-1-4-19-8-10/h1-9,21H,(H,22,23)

InChI Key

JZRMBDHPALEPDM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Beta carbolines

Alternative Parents

Substituents

Beta-carboline
Indole
Nicotinamide
Pyridinecarboxamide
Pyridine carboxylic acid or derivatives
Benzenoid
Pyridine
Aryl chloride
Aryl halide
Heteroaromatic compound
Pyrrole
Carboxamide group
Secondary carboxylic acid amide
Azacycle
Carboxylic acid derivative
Organochloride
Organohalogen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organonitrogen 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)

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	2.77	ALOGPS
logP	2.35	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	12.15	ChemAxon
pKa (Strongest Basic)	5.62	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70.67 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	89.5 m³·mol⁻¹	ChemAxon
Polarizability	32.9 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]+	176.447	30932474
DeepCCS	[M-H]-	174.089	30932474
DeepCCS	[M-2H]-	207.888	30932474
DeepCCS	[M+Na]+	183.116	30932474
AllCCS	[M+H]+	173.3	32859911
AllCCS	[M+H-H2O]+	170.0	32859911
AllCCS	[M+NH4]+	176.4	32859911
AllCCS	[M+Na]+	177.3	32859911
AllCCS	[M-H]-	174.0	32859911
AllCCS	[M+Na-2H]-	173.1	32859911
AllCCS	[M+HCOO]-	172.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide	ClC1=CC(NC(=O)C2=CN=CC=C2)=C2NC3=C(C=CN=C3)C2=C1	4181.2	Standard polar	33892256
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide	ClC1=CC(NC(=O)C2=CN=CC=C2)=C2NC3=C(C=CN=C3)C2=C1	3244.0	Standard non polar	33892256
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide	ClC1=CC(NC(=O)C2=CN=CC=C2)=C2NC3=C(C=CN=C3)C2=C1	3665.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide,1TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=CN=C1)C1=CC(Cl)=CC2=C1[NH]C1=CN=CC=C12	3083.6	Semi standard non polar	33892256
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide,1TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=CN=C1)C1=CC(Cl)=CC2=C1[NH]C1=CN=CC=C12	2959.4	Standard non polar	33892256
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide,1TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=CN=C1)C1=CC(Cl)=CC2=C1[NH]C1=CN=CC=C12	4043.2	Standard polar	33892256
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide,1TMS,isomer #2	C[Si](C)(C)N1C2=CN=CC=C2C2=CC(Cl)=CC(NC(=O)C3=CC=CN=C3)=C21	3130.8	Semi standard non polar	33892256
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide,1TMS,isomer #2	C[Si](C)(C)N1C2=CN=CC=C2C2=CC(Cl)=CC(NC(=O)C3=CC=CN=C3)=C21	3020.6	Standard non polar	33892256
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide,1TMS,isomer #2	C[Si](C)(C)N1C2=CN=CC=C2C2=CC(Cl)=CC(NC(=O)C3=CC=CN=C3)=C21	4101.0	Standard polar	33892256
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide,2TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=CN=C1)C1=CC(Cl)=CC2=C1N([Si](C)(C)C)C1=CN=CC=C21	3009.1	Semi standard non polar	33892256
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide,2TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=CN=C1)C1=CC(Cl)=CC2=C1N([Si](C)(C)C)C1=CN=CC=C21	2947.8	Standard non polar	33892256
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide,2TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=CN=C1)C1=CC(Cl)=CC2=C1N([Si](C)(C)C)C1=CN=CC=C21	3618.3	Standard polar	33892256
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CN=C1)C1=CC(Cl)=CC2=C1[NH]C1=CN=CC=C12	3280.2	Semi standard non polar	33892256
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CN=C1)C1=CC(Cl)=CC2=C1[NH]C1=CN=CC=C12	3156.2	Standard non polar	33892256
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CN=C1)C1=CC(Cl)=CC2=C1[NH]C1=CN=CC=C12	4058.8	Standard polar	33892256
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C2=CN=CC=C2C2=CC(Cl)=CC(NC(=O)C3=CC=CN=C3)=C21	3410.8	Semi standard non polar	33892256
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C2=CN=CC=C2C2=CC(Cl)=CC(NC(=O)C3=CC=CN=C3)=C21	3195.1	Standard non polar	33892256
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C2=CN=CC=C2C2=CC(Cl)=CC(NC(=O)C3=CC=CN=C3)=C21	4096.9	Standard polar	33892256
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CN=C1)C1=CC(Cl)=CC2=C1N([Si](C)(C)C(C)(C)C)C1=CN=CC=C21	3374.8	Semi standard non polar	33892256
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CN=C1)C1=CC(Cl)=CC2=C1N([Si](C)(C)C(C)(C)C)C1=CN=CC=C21	3305.7	Standard non polar	33892256
N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CN=C1)C1=CC(Cl)=CC2=C1N([Si](C)(C)C(C)(C)C)C1=CN=CC=C21	3741.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1963000000-07667df4e8ea5f9641ac	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

8124704

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9949093

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 N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide (HMDB0256885)

MOL for HMDB0256885 (N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide)

3D MOL for HMDB0256885 (N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide)

3D SDF for HMDB0256885 (N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide)

3D-SDF for HMDB0256885 (N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide)

PDB for HMDB0256885 (N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide)

3D PDB for HMDB0256885 (N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide)

SMILES for HMDB0256885 (N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide)

INCHI for HMDB0256885 (N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide)

Structure for HMDB0256885 (N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide)

3D Structure for HMDB0256885 (N-(6-Chloro-9h-pyrido[3,4-b]indol-8-yl)-3-pyridinecarboxamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra