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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (21) Show 21 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:41 UTC

HMDB ID

HMDB0014618

Secondary Accession Numbers

HMDB14618

Metabolite Identification

Common Name

Chlordiazepoxide

Description

Chlordiazepoxide is only found in individuals that have used or taken this drug. It is an anxiolytic benzodiazepine derivative with anticonvulsant, sedative, and amnesic properties. It has also been used in the symptomatic treatment of alcohol withdrawal. [PubChem]Chlordiazepoxide binds to stereospecific benzodiazepine (BZD) binding sites on GABA (A) receptor complexes at several sites within the central nervous system, including the limbic system and reticular formation. This results in an increased binding of the inhibitory neurotransmitter GABA to the GABA(A) receptor.BZDs, therefore, enhance GABA-mediated chloride influx through GABA receptor channels, causing membrane hyperpolarization. The net neuro-inhibitory effects result in the observed sedative, hypnotic, anxiolytic, and muscle relaxant properties.

Structure

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

HMDB0014618
     RDKit          3D
Chlordiazepoxide
 35 37  0  0  0  0  0  0  0  0999 V2000
    4.2616   -1.4746    1.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7128   -1.3927   -0.0480 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5708   -0.5918   -0.3627 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3603    0.4458    0.4147 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610    1.3752    0.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5561    2.6799    0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5592    3.6303    0.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6963    3.3154   -0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9475    4.5299   -0.4019 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9641    1.9749   -0.4183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0020    1.0223   -0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4446   -0.3483   -0.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8223   -0.6189   -0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5317   -1.6811   -0.7877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8121   -2.0278   -0.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4377   -1.3107    0.6363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7704   -0.2532    1.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4858    0.0884    0.7381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3448   -1.1821   -1.1407 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.1491   -2.4015   -1.3997 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.7547   -1.0199   -1.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5240   -2.5047    1.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2059   -0.8854    1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5763   -1.0629    2.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1526   -1.9259   -0.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5191    2.9440    0.9041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7694    4.6703    0.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9109    1.6652   -0.8342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1429   -2.2854   -1.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2934   -2.8742   -0.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4201   -1.5853    0.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2209    0.3504    1.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9841    0.8967    1.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1352   -1.9372   -1.9807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7680   -0.2252   -2.2936 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 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
 12 19  2  0
 19 20  1  0
 19 21  1  0
 21  3  1  0
 11  5  1  0
 18 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  6 26  1  0
  7 27  1  0
 10 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 21 34  1  0
 21 35  1  0
M  CHG  2  19   1  20  -1
M  END


  Mrv0541 04191212122D          

 21 23  0  0  0  0            999 V2000
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3595   -0.9269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1759   -1.7312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1638   -0.7433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3595    0.9269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3876   -1.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7807   -2.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5218    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6782   -1.3883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1638    0.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.2040   -2.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971   -3.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8087   -3.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3768    2.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6782    1.3883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2 16  1  0  0  0  0
  3  7  1  0  0  0  0
  3  4  2  0  0  0  0
  4 10  1  0  0  0  0
  5  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  1  2  0  0  0  0
  4  6  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  8 11  2  0  0  0  0
  8 12  1  0  0  0  0
  9 13  1  0  0  0  0
  9 14  2  0  0  0  0
 10 15  2  0  0  0  0
 11 17  1  0  0  0  0
 12 18  2  0  0  0  0
 13 15  1  0  0  0  0
 15 21  1  0  0  0  0
 17 19  2  0  0  0  0
 18 19  1  0  0  0  0
 21 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014618

> <DATABASE_NAME>
hmdb

> <SMILES>
CNC1=NC2=C(C=C(Cl)C=C2)C(C2=CC=CC=C2)=N(=O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14ClN3O/c1-18-15-10-20(21)16(11-5-3-2-4-6-11)13-9-12(17)7-8-14(13)19-15/h2-9H,10H2,1H3,(H,18,19)

> <INCHI_KEY>
ANTSCNMPPGJYLG-UHFFFAOYSA-N

> <FORMULA>
C16H14ClN3O

> <MOLECULAR_WEIGHT>
299.755

> <EXACT_MASS>
299.082539792

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
30.967105477450247

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-chloro-2-(methylamino)-5-phenyl-3H-1,4λ⁵-benzodiazepin-4-one

> <ALOGPS_LOGP>
2.01

> <JCHEM_LOGP>
3.0505510046666666

> <ALOGPS_LOGS>
-4.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.524357769168578

> <JCHEM_PKA_STRONGEST_BASIC>
6.425376260785067

> <JCHEM_POLAR_SURFACE_AREA>
53.14

> <JCHEM_REFRACTIVITY>
87.3403

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.99e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
multum

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014618
     RDKit          3D
Chlordiazepoxide
 35 37  0  0  0  0  0  0  0  0999 V2000
    4.2616   -1.4746    1.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7128   -1.3927   -0.0480 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5708   -0.5918   -0.3627 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3603    0.4458    0.4147 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610    1.3752    0.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5561    2.6799    0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5592    3.6303    0.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6963    3.3154   -0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9475    4.5299   -0.4019 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9641    1.9749   -0.4183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0020    1.0223   -0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4446   -0.3483   -0.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8223   -0.6189   -0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5317   -1.6811   -0.7877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8121   -2.0278   -0.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4377   -1.3107    0.6363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7704   -0.2532    1.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4858    0.0884    0.7381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3448   -1.1821   -1.1407 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.1491   -2.4015   -1.3997 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.7547   -1.0199   -1.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5240   -2.5047    1.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2059   -0.8854    1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5763   -1.0629    2.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1526   -1.9259   -0.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5191    2.9440    0.9041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7694    4.6703    0.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9109    1.6652   -0.8342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1429   -2.2854   -1.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2934   -2.8742   -0.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4201   -1.5853    0.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2209    0.3504    1.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9841    0.8967    1.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1352   -1.9372   -1.9807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7680   -0.2252   -2.2936 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 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
 12 19  2  0
 19 20  1  0
 19 21  1  0
 21  3  1  0
 11  5  1  0
 18 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  6 26  1  0
  7 27  1  0
 10 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 21 34  1  0
 21 35  1  0
M  CHG  2  19   1  20  -1
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.538  -1.730   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.195  -3.232   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       4.039  -1.387   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       2.538   1.730   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       0.724  -3.686   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.324  -4.279   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.707   0.000   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.999  -2.591   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.039   1.387   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0      -2.667  -1.540   0.000  0.00  0.00          Cl+0
HETATM   17  C   UNK     0       0.381  -5.187   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.981  -5.781   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.510  -6.234   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.437   4.025   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       4.999   2.591   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1   16    5                                                  
CONECT    3    7    4    5                                                  
CONECT    4    3   10    6                                                  
CONECT    5    2    3                                                       
CONECT    6    1    4                                                       
CONECT    7    3    8    9                                                  
CONECT    8    7   11   12                                                  
CONECT    9    7   13   14                                                  
CONECT   10    4   15                                                       
CONECT   11    8   17                                                       
CONECT   12    8   18                                                       
CONECT   13    9   15                                                       
CONECT   14    9                                                            
CONECT   15   10   13   21                                                  
CONECT   16    2                                                            
CONECT   17   11   19                                                       
CONECT   18   12   19                                                       
CONECT   19   17   18                                                       
CONECT   20   21                                                            
CONECT   21   15   20                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0014618
HETATM    1  C1  UNL     1       4.262  -1.475   1.284  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.713  -1.393  -0.048  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.571  -0.592  -0.363  1.00  0.00           C  
HETATM    4  N2  UNL     1       2.360   0.446   0.415  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.261   1.375   0.260  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.556   2.680   0.539  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.559   3.630   0.329  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.696   3.315  -0.144  1.00  0.00           C  
HETATM    9 CL1  UNL     1      -1.947   4.530  -0.402  1.00  0.00          CL  
HETATM   10  C7  UNL     1      -0.964   1.975  -0.418  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.002   1.022  -0.214  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.445  -0.348  -0.542  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.822  -0.619  -0.266  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.532  -1.681  -0.788  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.812  -2.028  -0.352  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.438  -1.311   0.636  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.770  -0.253   1.178  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.486   0.088   0.738  1.00  0.00           C  
HETATM   19  N3  UNL     1       0.345  -1.182  -1.141  1.00  0.00           N1+
HETATM   20  O1  UNL     1      -0.149  -2.401  -1.400  1.00  0.00           O1-
HETATM   21  C16 UNL     1       1.755  -1.020  -1.525  1.00  0.00           C  
HETATM   22  H1  UNL     1       4.524  -2.505   1.589  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.206  -0.885   1.277  1.00  0.00           H  
HETATM   24  H3  UNL     1       3.576  -1.063   2.051  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.153  -1.926  -0.803  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.519   2.944   0.904  1.00  0.00           H  
HETATM   27  H6  UNL     1       0.769   4.670   0.544  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.911   1.665  -0.834  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.143  -2.285  -1.591  1.00  0.00           H  
HETATM   30  H9  UNL     1      -4.293  -2.874  -0.814  1.00  0.00           H  
HETATM   31  H10 UNL     1      -5.420  -1.585   0.962  1.00  0.00           H  
HETATM   32  H11 UNL     1      -4.221   0.350   1.965  1.00  0.00           H  
HETATM   33  H12 UNL     1      -1.984   0.897   1.248  1.00  0.00           H  
HETATM   34  H13 UNL     1       2.135  -1.937  -1.981  1.00  0.00           H  
HETATM   35  H14 UNL     1       1.768  -0.225  -2.294  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25
CONECT    3    4    4   21
CONECT    4    5
CONECT    5    6    6   11
CONECT    6    7   26
CONECT    7    8    8   27
CONECT    8    9   10
CONECT   10   11   11   28
CONECT   11   12
CONECT   12   13   19   19
CONECT   13   14   14   18
CONECT   14   15   29
CONECT   15   16   16   30
CONECT   16   17   31
CONECT   17   18   18   32
CONECT   18   33
CONECT   19   20   21
CONECT   21   34   35
END

HMDB0014618
     RDKit          3D
Chlordiazepoxide
 35 37  0  0  0  0  0  0  0  0999 V2000
    4.2616   -1.4746    1.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7128   -1.3927   -0.0480 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5708   -0.5918   -0.3627 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3603    0.4458    0.4147 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610    1.3752    0.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5561    2.6799    0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5592    3.6303    0.3288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6963    3.3154   -0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9475    4.5299   -0.4019 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9641    1.9749   -0.4183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0020    1.0223   -0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4446   -0.3483   -0.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8223   -0.6189   -0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5317   -1.6811   -0.7877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8121   -2.0278   -0.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4377   -1.3107    0.6363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7704   -0.2532    1.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4858    0.0884    0.7381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3448   -1.1821   -1.1407 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.1491   -2.4015   -1.3997 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.7547   -1.0199   -1.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5240   -2.5047    1.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2059   -0.8854    1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5763   -1.0629    2.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1526   -1.9259   -0.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5191    2.9440    0.9041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7694    4.6703    0.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9109    1.6652   -0.8342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1429   -2.2854   -1.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2934   -2.8742   -0.8138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4201   -1.5853    0.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2209    0.3504    1.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9841    0.8967    1.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1352   -1.9372   -1.9807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7680   -0.2252   -2.2936 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 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
 12 19  2  0
 19 20  1  0
 19 21  1  0
 21  3  1  0
 11  5  1  0
 18 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  6 26  1  0
  7 27  1  0
 10 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 21 34  1  0
 21 35  1  0
M  CHG  2  19   1  20  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-Chloro-2-methylamino-5-phenyl-3H-1,4-benzodiazepin-4-oxide	ChEBI
CDP	ChEBI
Chlordiazepoxide base	ChEBI
Chlordiazepoxidum	ChEBI
Clopoxide	ChEBI
Helogaphen	ChEBI
Libritabs	ChEBI
Methaminodiazepoxide	ChEBI
Multum	ChEBI
Risolid	ChEBI
Silibrin	ChEBI
Tropium	ChEBI

Chemical Formula

C₁₆H₁₄ClN₃O

Average Molecular Weight

299.755

Monoisotopic Molecular Weight

299.082539792

IUPAC Name

7-chloro-2-(methylamino)-5-phenyl-3H-1,4λ⁵-benzodiazepin-4-one

Traditional Name

multum

CAS Registry Number

58-25-3

SMILES

CNC1=NC2=C(C=C(Cl)C=C2)C(C2=CC=CC=C2)=N(=O)C1

InChI Identifier

InChI=1S/C16H14ClN3O/c1-18-15-10-20(21)16(11-5-3-2-4-6-11)13-9-12(17)7-8-14(13)19-15/h2-9H,10H2,1H3,(H,18,19)

InChI Key

ANTSCNMPPGJYLG-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
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Imidolactam
Nitrone
Azacycle
Carboxylic acid amidine
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Amidine
Organonitrogen compound
Organochloride
Organohalogen compound
Organic nitrogen compound
Organic zwitterion
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organochlorine compound (CHEBI:3611 )
secondary amino compound (CHEBI:3611 )
N-oxide (CHEBI:3611 )
benzodiazepine (CHEBI:3611 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014618)

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Peanut (FooDB: FOOD00016)
Hazelnut (FooDB: FOOD00376)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

sedative (HMDB: HMDB0014618)
anaesthesia adjuvant (HMDB: HMDB0014618)

Pharmaceutical industry

anxiolytic drug (HMDB: HMDB0014618)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	236.2 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.02 g/L	Not Available
LogP	1.7	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	170.4	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.02 g/L	ALOGPS
logP	2.01	ALOGPS
logP	3.05	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	18.52	ChemAxon
pKa (Strongest Basic)	6.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	53.14 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	87.34 m³·mol⁻¹	ChemAxon
Polarizability	30.97 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]+	168.273	30932474
DeepCCS	[M-H]-	165.915	30932474
DeepCCS	[M-2H]-	199.633	30932474
DeepCCS	[M+Na]+	174.87	30932474
AllCCS	[M+H]+	166.6	32859911
AllCCS	[M+H-H2O]+	162.9	32859911
AllCCS	[M+NH4]+	170.0	32859911
AllCCS	[M+Na]+	170.9	32859911
AllCCS	[M-H]-	169.9	32859911
AllCCS	[M+Na-2H]-	169.3	32859911
AllCCS	[M+HCOO]-	168.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Chlordiazepoxide	CNC1=NC2=C(C=C(Cl)C=C2)C(C2=CC=CC=C2)=N(=O)C1	3842.9	Standard polar	33892256
Chlordiazepoxide	CNC1=NC2=C(C=C(Cl)C=C2)C(C2=CC=CC=C2)=N(=O)C1	2883.2	Standard non polar	33892256
Chlordiazepoxide	CNC1=NC2=C(C=C(Cl)C=C2)C(C2=CC=CC=C2)=N(=O)C1	2807.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Chlordiazepoxide,1TMS,isomer #1	CN(C1=NC2=CC=C(Cl)C=C2C(C2=CC=CC=C2)=[N+]([O-])C1)[Si](C)(C)C	2639.0	Semi standard non polar	33892256
Chlordiazepoxide,1TMS,isomer #1	CN(C1=NC2=CC=C(Cl)C=C2C(C2=CC=CC=C2)=[N+]([O-])C1)[Si](C)(C)C	2642.7	Standard non polar	33892256
Chlordiazepoxide,1TMS,isomer #1	CN(C1=NC2=CC=C(Cl)C=C2C(C2=CC=CC=C2)=[N+]([O-])C1)[Si](C)(C)C	3604.9	Standard polar	33892256
Chlordiazepoxide,1TBDMS,isomer #1	CN(C1=NC2=CC=C(Cl)C=C2C(C2=CC=CC=C2)=[N+]([O-])C1)[Si](C)(C)C(C)(C)C	2822.4	Semi standard non polar	33892256
Chlordiazepoxide,1TBDMS,isomer #1	CN(C1=NC2=CC=C(Cl)C=C2C(C2=CC=CC=C2)=[N+]([O-])C1)[Si](C)(C)C(C)(C)C	2862.5	Standard non polar	33892256
Chlordiazepoxide,1TBDMS,isomer #1	CN(C1=NC2=CC=C(Cl)C=C2C(C2=CC=CC=C2)=[N+]([O-])C1)[Si](C)(C)C(C)(C)C	3669.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Chlordiazepoxide CI-B (Non-derivatized)	splash10-0udi-0079000000-a3045f81d776a5127fe9	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Chlordiazepoxide EI-B (Non-derivatized)	splash10-001i-5590000000-a20477457b7e9f8a22ea	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Chlordiazepoxide CI-B (Non-derivatized)	splash10-0udi-0079000000-a3045f81d776a5127fe9	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Chlordiazepoxide EI-B (Non-derivatized)	splash10-001i-5590000000-a20477457b7e9f8a22ea	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chlordiazepoxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ce9-3190000000-fd85fc0a63c0f6fa743a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chlordiazepoxide 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlordiazepoxide LC-ESI-QTOF , positive-QTOF	splash10-001i-0090000000-a293b353926a16c4d11a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlordiazepoxide , positive-QTOF	splash10-004i-2590000000-965415c5fb9e79098c6d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Chlordiazepoxide -1V, Positive-QTOF	splash10-001i-0090000000-c7b6568f60df163a9045	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlordiazepoxide 10V, Positive-QTOF	splash10-0udi-0009000000-145539550957c8a47ff2	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlordiazepoxide 20V, Positive-QTOF	splash10-0udi-2039000000-5d3fa4444adf37869d3a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlordiazepoxide 40V, Positive-QTOF	splash10-0a4i-9000000000-23b22bc4629e93465c34	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlordiazepoxide 10V, Negative-QTOF	splash10-0002-0090000000-cae96ea0a93acd325b0a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlordiazepoxide 20V, Negative-QTOF	splash10-0002-1090000000-e599edf7db7a647524e4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlordiazepoxide 40V, Negative-QTOF	splash10-0a6r-9030000000-ed7b2614fcfebabd55db	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlordiazepoxide 10V, Positive-QTOF	splash10-0udi-0009000000-20c277fa4f0e38cb4802	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlordiazepoxide 20V, Positive-QTOF	splash10-0udi-0029000000-72801e1fa9da3f451f42	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlordiazepoxide 40V, Positive-QTOF	splash10-02tc-1290000000-0b39e76350bab6708551	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlordiazepoxide 10V, Negative-QTOF	splash10-0002-0090000000-d48fa0574ae5210c8c30	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlordiazepoxide 20V, Negative-QTOF	splash10-00kb-2090000000-459de3a61617176e7e3b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chlordiazepoxide 40V, Negative-QTOF	splash10-0gc0-9010000000-5ae42ebf2246e4f7b539	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00475	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00475	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00475

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10248513

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Chlordiazepoxide

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

3611

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

Skerritt JH, Johnston GA: Enhancement of GABA binding by benzodiazepines and related anxiolytics. Eur J Pharmacol. 1983 May 6;89(3-4):193-8. [PubMed:6135616 ]
Vozeh S: [Pharmacokinetic of benzodiazepines in old age]. Schweiz Med Wochenschr. 1981 Nov 21;111(47):1789-93. [PubMed:6118950 ]
Earley JV, Fryer RI, Ning RY: Quinazolines and 1,4-benzodiazepines. LXXXIX: Haptens useful in benzodiazepine immunoassay development. J Pharm Sci. 1979 Jul;68(7):845-50. [PubMed:458601 ]
Olive G, Dreux C: [Pharmacologic bases of use of benzodiazepines in pereinatal medicine]. Arch Fr Pediatr. 1977 Jan;34(1):74-89. [PubMed:851373 ]
Oishi R, Nishibori M, Itoh Y, Saeki K: Diazepam-induced decrease in histamine turnover in mouse brain. Eur J Pharmacol. 1986 May 27;124(3):337-42. [PubMed:3089825 ]

Only showing the first 10 proteins. There are 21 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Enzyme Details

2. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Enzyme Details

3. Gamma-aminobutyric acid receptor subunit gamma-2

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRG2
Uniprot ID:: P18507
Molecular weight:: 54161.8

References

Enzyme Details

4. Gamma-aminobutyric acid receptor subunit alpha-1

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA1
Uniprot ID:: P14867
Molecular weight:: 51801.4

References

Enzyme Details

5. Gamma-aminobutyric acid receptor subunit alpha-2

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA2
Uniprot ID:: P47869
Molecular weight:: 51325.9

References

Enzyme Details

6. Gamma-aminobutyric acid receptor subunit alpha-3

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA3
Uniprot ID:: P34903
Molecular weight:: 55164.1

References

Enzyme Details

7. Gamma-aminobutyric acid receptor subunit alpha-4

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA4
Uniprot ID:: P48169
Molecular weight:: 61622.6

References

Enzyme Details

8. Gamma-aminobutyric acid receptor subunit alpha-5

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA5
Uniprot ID:: P31644
Molecular weight:: 52145.6

References

Enzyme Details

9. Gamma-aminobutyric acid receptor subunit alpha-6

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRA6
Uniprot ID:: Q16445
Molecular weight:: 51023.7

References

Enzyme Details

10. Gamma-aminobutyric acid receptor subunit beta-1

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRB1
Uniprot ID:: P18505
Molecular weight:: 54234.1

References

Only showing the first 10 proteins. There are 21 proteins in total.

Show all enzymes and transporters

Showing metabocard for Chlordiazepoxide (HMDB0014618)

MOL for HMDB0014618 (Chlordiazepoxide)

3D MOL for HMDB0014618 (Chlordiazepoxide)

3D SDF for HMDB0014618 (Chlordiazepoxide)

3D-SDF for HMDB0014618 (Chlordiazepoxide)

PDB for HMDB0014618 (Chlordiazepoxide)

3D PDB for HMDB0014618 (Chlordiazepoxide)

SMILES for HMDB0014618 (Chlordiazepoxide)

INCHI for HMDB0014618 (Chlordiazepoxide)

Structure for HMDB0014618 (Chlordiazepoxide)

3D Structure for HMDB0014618 (Chlordiazepoxide)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References

References

References

References

References