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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:32:01 UTC

Update Date

2021-09-26 23:03:04 UTC

HMDB ID

HMDB0251203

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Chlorodiazepam

Description

2-Chlorodiazepam belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine. Based on a literature review very few articles have been published on 2-Chlorodiazepam. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-chlorodiazepam is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Chlorodiazepam 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

HMDB0251203
     RDKit          3D
2-Chlorodiazepam
 33 35  0  0  0  0  0  0  0  0999 V2000
    2.8397    1.4324    2.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1271    0.4458    1.4035 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9480   -0.8951    1.9045 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3848   -1.0715    3.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3205   -2.0763    1.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0218   -1.7731    0.6946 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3794   -0.7566   -0.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7668   -0.7283   -0.4321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3820    0.3024   -1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7143    0.1794   -1.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4366   -0.9673   -1.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7917   -2.0012   -0.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4942   -1.9155   -0.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7602   -3.2751    0.5740 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5467    0.2456   -0.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2301    0.6389   -1.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9834    1.6294   -2.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6007    2.1672   -4.0410 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0373    2.2067   -1.7297 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3891    1.8328   -0.4422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6143    0.8439    0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9408    1.4348    1.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8136    1.2638    3.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4088    2.4525    2.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0163   -2.5015    0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1659   -2.8484    2.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9174    1.2875   -1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1824    1.0385   -1.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4536   -1.0454   -1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3739   -2.9082   -0.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5419    0.1456   -2.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6230    2.9822   -2.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1825    2.2340    0.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
 13  8  1  0
 21 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 16 31  1  0
 19 32  1  0
 20 33  1  0
M  END


  Mrv1652309112110322D          

 21 23  0  0  0  0            999 V2000
    3.4479    1.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6315    0.6577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358    0.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9502    1.1192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7938   -0.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358   -1.0124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6315   -1.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865   -0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865    0.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720    0.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575    0.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575   -0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720   -1.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8431   -1.0941    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4479   -2.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0527   -2.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8691   -3.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0808   -3.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4760   -3.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6596   -2.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0548   -1.6824    0.0000 Cl  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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  2  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
  8 13  1  0  0  0  0
 12 14  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251203

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C16H12Cl2N2O/c1-20-14-7-6-10(17)8-12(14)16(19-9-15(20)21)11-4-2-3-5-13(11)18/h2-8H,9H2,1H3

> <INCHI_KEY>
VPAYQWRBBOGGPY-UHFFFAOYSA-N

> <FORMULA>
C16H12Cl2N2O

> <MOLECULAR_WEIGHT>
319.19

> <EXACT_MASS>
318.0326684

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
31.353382420577127

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-chloro-5-(2-chlorophenyl)-1-methyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one

> <ALOGPS_LOGP>
3.27

> <JCHEM_LOGP>
3.6801312436666676

> <ALOGPS_LOGS>
-4.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.1335135657445092

> <JCHEM_POLAR_SURFACE_AREA>
32.67

> <JCHEM_REFRACTIVITY>
84.61670000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.32e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-chloro-5-(2-chlorophenyl)-1-methyl-3H-1,4-benzodiazepin-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0251203
     RDKit          3D
2-Chlorodiazepam
 33 35  0  0  0  0  0  0  0  0999 V2000
    2.8397    1.4324    2.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1271    0.4458    1.4035 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9480   -0.8951    1.9045 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3848   -1.0715    3.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3205   -2.0763    1.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0218   -1.7731    0.6946 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3794   -0.7566   -0.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7668   -0.7283   -0.4321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3820    0.3024   -1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7143    0.1794   -1.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4366   -0.9673   -1.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7917   -2.0012   -0.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4942   -1.9155   -0.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7602   -3.2751    0.5740 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5467    0.2456   -0.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2301    0.6389   -1.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9834    1.6294   -2.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6007    2.1672   -4.0410 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0373    2.2067   -1.7297 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3891    1.8328   -0.4422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6143    0.8439    0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9408    1.4348    1.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8136    1.2638    3.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4088    2.4525    2.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0163   -2.5015    0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1659   -2.8484    2.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9174    1.2875   -1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1824    1.0385   -1.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4536   -1.0454   -1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3739   -2.9082   -0.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5419    0.1456   -2.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6230    2.9822   -2.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1825    2.2340    0.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
 13  8  1  0
 21 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 16 31  1  0
 19 32  1  0
 20 33  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       6.436   2.729   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       6.779   1.228   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       8.280   0.885   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       9.240   2.089   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.948  -0.502   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       8.280  -1.890   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       6.779  -2.233   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.575  -1.272   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.575   0.268   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.241   1.038   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.907   0.268   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.907  -1.272   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.241  -2.042   0.000  0.00  0.00           C+0
HETATM   14 Cl   UNK     0       1.574  -2.042   0.000  0.00  0.00          Cl+0
HETATM   15  C   UNK     0       6.436  -3.734   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.565  -4.781   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.222  -6.283   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.751  -6.737   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.622  -5.689   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.965  -4.188   0.000  0.00  0.00           C+0
HETATM   21 Cl   UNK     0       3.836  -3.140   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   15                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8    2   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12    8                                                       
CONECT   14   12                                                            
CONECT   15    7   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15   21                                                  
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0251203
HETATM    1  C1  UNL     1       2.840   1.432   2.148  1.00  0.00           C  
HETATM    2  N1  UNL     1       2.127   0.446   1.403  1.00  0.00           N  
HETATM    3  C2  UNL     1       1.948  -0.895   1.904  1.00  0.00           C  
HETATM    4  O1  UNL     1       2.385  -1.071   3.051  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.321  -2.076   1.241  1.00  0.00           C  
HETATM    6  N2  UNL     1       0.022  -1.773   0.695  1.00  0.00           N  
HETATM    7  C4  UNL     1      -0.379  -0.757  -0.042  1.00  0.00           C  
HETATM    8  C5  UNL     1      -1.767  -0.728  -0.432  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.382   0.302  -1.047  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.714   0.179  -1.458  1.00  0.00           C  
HETATM   11  C8  UNL     1      -4.437  -0.967  -1.257  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.792  -2.001  -0.627  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.494  -1.915  -0.215  1.00  0.00           C  
HETATM   14 CL1  UNL     1      -1.760  -3.275   0.574  1.00  0.00          CL  
HETATM   15  C11 UNL     1       0.547   0.246  -0.536  1.00  0.00           C  
HETATM   16  C12 UNL     1       0.230   0.639  -1.817  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.983   1.629  -2.414  1.00  0.00           C  
HETATM   18 CL2  UNL     1       0.601   2.167  -4.041  1.00  0.00          CL  
HETATM   19  C14 UNL     1       2.037   2.207  -1.730  1.00  0.00           C  
HETATM   20  C15 UNL     1       2.389   1.833  -0.442  1.00  0.00           C  
HETATM   21  C16 UNL     1       1.614   0.844   0.115  1.00  0.00           C  
HETATM   22  H1  UNL     1       3.941   1.435   1.896  1.00  0.00           H  
HETATM   23  H2  UNL     1       2.814   1.264   3.244  1.00  0.00           H  
HETATM   24  H3  UNL     1       2.409   2.452   2.012  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.016  -2.502   0.496  1.00  0.00           H  
HETATM   26  H5  UNL     1       1.166  -2.848   2.018  1.00  0.00           H  
HETATM   27  H6  UNL     1      -1.917   1.288  -1.199  1.00  0.00           H  
HETATM   28  H7  UNL     1      -4.182   1.038  -1.958  1.00  0.00           H  
HETATM   29  H8  UNL     1      -5.454  -1.045  -1.577  1.00  0.00           H  
HETATM   30  H9  UNL     1      -4.374  -2.908  -0.470  1.00  0.00           H  
HETATM   31  H10 UNL     1      -0.542   0.146  -2.351  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.623   2.982  -2.200  1.00  0.00           H  
HETATM   33  H12 UNL     1       3.183   2.234   0.139  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   21
CONECT    3    4    4    5
CONECT    5    6   25   26
CONECT    6    7    7
CONECT    7    8   15
CONECT    8    9    9   13
CONECT    9   10   27
CONECT   10   11   11   28
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   13   14
CONECT   15   16   16   21
CONECT   16   17   31
CONECT   17   18   19   19
CONECT   19   20   32
CONECT   20   21   21   33
END

HMDB0251203
     RDKit          3D
2-Chlorodiazepam
 33 35  0  0  0  0  0  0  0  0999 V2000
    2.8397    1.4324    2.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1271    0.4458    1.4035 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9480   -0.8951    1.9045 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3848   -1.0715    3.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3205   -2.0763    1.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0218   -1.7731    0.6946 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3794   -0.7566   -0.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7668   -0.7283   -0.4321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3820    0.3024   -1.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7143    0.1794   -1.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4366   -0.9673   -1.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7917   -2.0012   -0.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4942   -1.9155   -0.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7602   -3.2751    0.5740 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5467    0.2456   -0.5360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2301    0.6389   -1.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9834    1.6294   -2.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6007    2.1672   -4.0410 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0373    2.2067   -1.7297 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3891    1.8328   -0.4422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6143    0.8439    0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9408    1.4348    1.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8136    1.2638    3.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4088    2.4525    2.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0163   -2.5015    0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1659   -2.8484    2.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9174    1.2875   -1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1824    1.0385   -1.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4536   -1.0454   -1.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3739   -2.9082   -0.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5419    0.1456   -2.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6230    2.9822   -2.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1825    2.2340    0.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
 13  8  1  0
 21 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  5 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 16 31  1  0
 19 32  1  0
 20 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₂Cl₂N₂O

Average Molecular Weight

319.19

Monoisotopic Molecular Weight

318.0326684

IUPAC Name

7-chloro-5-(2-chlorophenyl)-1-methyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one

Traditional Name

7-chloro-5-(2-chlorophenyl)-1-methyl-3H-1,4-benzodiazepin-2-one

CAS Registry Number

Not Available

SMILES

CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1Cl

InChI Identifier

InChI=1S/C16H12Cl2N2O/c1-20-14-7-6-10(17)8-12(14)16(19-9-15(20)21)11-4-2-3-5-13(11)18/h2-8H,9H2,1H3

InChI Key

VPAYQWRBBOGGPY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodiazepines

Sub Class

1,4-benzodiazepines

Direct Parent

1,4-benzodiazepines

Alternative Parents

Substituents

1,4-benzodiazepine
Alpha-amino acid or derivatives
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Ketimine
Lactam
Carboxylic acid derivative
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organopnictogen compound
Imine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organooxygen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.27	ALOGPS
logP	3.68	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Basic)	2.13	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	32.67 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	84.62 m³·mol⁻¹	ChemAxon
Polarizability	31.35 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	167.479	30932474
DeepCCS	[M-H]-	165.121	30932474
DeepCCS	[M-2H]-	198.229	30932474
DeepCCS	[M+Na]+	173.572	30932474
AllCCS	[M+H]+	168.2	32859911
AllCCS	[M+H-H2O]+	164.6	32859911
AllCCS	[M+NH4]+	171.5	32859911
AllCCS	[M+Na]+	172.4	32859911
AllCCS	[M-H]-	167.8	32859911
AllCCS	[M+Na-2H]-	167.2	32859911
AllCCS	[M+HCOO]-	166.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Chlorodiazepam	CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1Cl	3891.7	Standard polar	33892256
2-Chlorodiazepam	CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1Cl	2547.5	Standard non polar	33892256
2-Chlorodiazepam	CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1Cl	2547.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Chlorodiazepam GC-MS (Non-derivatized) - 70eV, Positive	splash10-03e9-1293000000-84582612f9bf488e33b2	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Chlorodiazepam 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 - 2-Chlorodiazepam 10V, Positive-QTOF	splash10-014i-0009000000-cfed911901ffd53c4832	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chlorodiazepam 20V, Positive-QTOF	splash10-014i-0029000000-35bab08f1d423ff0b9b6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chlorodiazepam 40V, Positive-QTOF	splash10-0hlc-0692000000-1400fd19846aee8736dc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chlorodiazepam 10V, Negative-QTOF	splash10-014i-0009000000-f691e59437121921aeb1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chlorodiazepam 20V, Negative-QTOF	splash10-014i-0019000000-2bc1a6ed3ac057daf2d7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Chlorodiazepam 40V, Negative-QTOF	splash10-001i-2193000000-d5df7c67f6b5cd63870c	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

68652

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Chlorodiazepam

METLIN ID

Not Available

PubChem Compound

76168

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 2-Chlorodiazepam (HMDB0251203)

MOL for HMDB0251203 (2-Chlorodiazepam)

3D MOL for HMDB0251203 (2-Chlorodiazepam)

3D SDF for HMDB0251203 (2-Chlorodiazepam)

3D-SDF for HMDB0251203 (2-Chlorodiazepam)

PDB for HMDB0251203 (2-Chlorodiazepam)

3D PDB for HMDB0251203 (2-Chlorodiazepam)

SMILES for HMDB0251203 (2-Chlorodiazepam)

INCHI for HMDB0251203 (2-Chlorodiazepam)

Structure for HMDB0251203 (2-Chlorodiazepam)

3D Structure for HMDB0251203 (2-Chlorodiazepam)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra