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Showing metabocard for Chlordiazepoxide (HMDB0014618)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:49 UTC
Update Date2022-03-07 02:51:41 UTC
HMDB IDHMDB0014618
Secondary Accession Numbers
  • HMDB14618
Metabolite Identification
Common NameChlordiazepoxide
DescriptionChlordiazepoxide 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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0014618 (Chlordiazepoxide)

  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
Download

3D MOL for HMDB0014618 (Chlordiazepoxide)

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
Download

3D SDF for HMDB0014618 (Chlordiazepoxide)

  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

$$$$
Download

3D-SDF for HMDB0014618 (Chlordiazepoxide)

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
Download

PDB for HMDB0014618 (Chlordiazepoxide)

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
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3D PDB for HMDB0014618 (Chlordiazepoxide)

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
Download

SMILES for HMDB0014618 (Chlordiazepoxide)

CNC1=NC2=C(C=C(Cl)C=C2)C(C2=CC=CC=C2)=N(=O)C1
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INCHI for HMDB0014618 (Chlordiazepoxide)

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)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
7-Chloro-2-methylamino-5-phenyl-3H-1,4-benzodiazepin-4-oxideChEBI
CDPChEBI
Chlordiazepoxide baseChEBI
ChlordiazepoxidumChEBI
ClopoxideChEBI
HelogaphenChEBI
LibritabsChEBI
MethaminodiazepoxideChEBI
MultumChEBI
RisolidChEBI
SilibrinChEBI
TropiumChEBI
Chemical FormulaC16H14ClN3O
Average Molecular Weight299.755
Monoisotopic Molecular Weight299.082539792
IUPAC Name7-chloro-2-(methylamino)-5-phenyl-3H-1,4λ⁵-benzodiazepin-4-one
Traditional Namemultum
CAS Registry Number58-25-3
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 KeyANTSCNMPPGJYLG-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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzodiazepines
Sub Class1,4-benzodiazepines
Direct Parent1,4-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 FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point236.2 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.02 g/LNot Available
LogP1.7Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+CBM170.430932474
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00475 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00475 details
Abnormal Concentrations
Not Available
Predicted Concentrations
BiospecimenValueOriginal ageOriginal sexOriginal conditionComments
Blood0.000 uMAdult (>18 years old)BothNormalPredicted based on drug qualities
Blood0.000 umol/mmol creatinineAdult (>18 years old)BothNormalPredicted based on drug qualities
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00475
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID10248513
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkChlordiazepoxide
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID3611
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]
  2. Vozeh S: [Pharmacokinetic of benzodiazepines in old age]. Schweiz Med Wochenschr. 1981 Nov 21;111(47):1789-93. [PubMed:6118950 ]
  3. 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 ]
  4. Olive G, Dreux C: [Pharmacologic bases of use of benzodiazepines in pereinatal medicine]. Arch Fr Pediatr. 1977 Jan;34(1):74-89. [PubMed:851373 ]
  5. 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
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
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
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
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
  1. Mohler H, Fritschy JM, Rudolph U: A new benzodiazepine pharmacology. J Pharmacol Exp Ther. 2002 Jan;300(1):2-8. [PubMed:11752090 ]
  2. Riss J, Cloyd J, Gates J, Collins S: Benzodiazepines in epilepsy: pharmacology and pharmacokinetics. Acta Neurol Scand. 2008 Aug;118(2):69-86. doi: 10.1111/j.1600-0404.2008.01004.x. Epub 2008 Mar 31. [PubMed:18384456 ]
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
  1. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  2. Lee G, Gammie SC: GABAA receptor signaling in caudal periaqueductal gray regulates maternal aggression and maternal care in mice. Behav Brain Res. 2010 Dec 1;213(2):230-7. doi: 10.1016/j.bbr.2010.05.001. Epub 2010 May 8. [PubMed:20457185 ]
  3. Licata SC, Platt DM, Cook JM, Van Linn ML, Rowlett JK: Contribution of alpha1 subunit-containing gamma-aminobutyric acidA (GABAA) receptors to motor-impairing effects of benzodiazepines in squirrel monkeys. Psychopharmacology (Berl). 2009 Apr;203(3):539-46. doi: 10.1007/s00213-008-1401-7. Epub 2008 Nov 25. [PubMed:19031072 ]
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
  1. Mohler H, Fritschy JM, Rudolph U: A new benzodiazepine pharmacology. J Pharmacol Exp Ther. 2002 Jan;300(1):2-8. [PubMed:11752090 ]
  2. Riss J, Cloyd J, Gates J, Collins S: Benzodiazepines in epilepsy: pharmacology and pharmacokinetics. Acta Neurol Scand. 2008 Aug;118(2):69-86. doi: 10.1111/j.1600-0404.2008.01004.x. Epub 2008 Mar 31. [PubMed:18384456 ]
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
  1. Mohler H, Fritschy JM, Rudolph U: A new benzodiazepine pharmacology. J Pharmacol Exp Ther. 2002 Jan;300(1):2-8. [PubMed:11752090 ]
  2. Riss J, Cloyd J, Gates J, Collins S: Benzodiazepines in epilepsy: pharmacology and pharmacokinetics. Acta Neurol Scand. 2008 Aug;118(2):69-86. doi: 10.1111/j.1600-0404.2008.01004.x. Epub 2008 Mar 31. [PubMed:18384456 ]
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
  1. Mohler H, Fritschy JM, Rudolph U: A new benzodiazepine pharmacology. J Pharmacol Exp Ther. 2002 Jan;300(1):2-8. [PubMed:11752090 ]
  2. Riss J, Cloyd J, Gates J, Collins S: Benzodiazepines in epilepsy: pharmacology and pharmacokinetics. Acta Neurol Scand. 2008 Aug;118(2):69-86. doi: 10.1111/j.1600-0404.2008.01004.x. Epub 2008 Mar 31. [PubMed:18384456 ]
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
  1. Mohler H, Fritschy JM, Rudolph U: A new benzodiazepine pharmacology. J Pharmacol Exp Ther. 2002 Jan;300(1):2-8. [PubMed:11752090 ]
  2. Riss J, Cloyd J, Gates J, Collins S: Benzodiazepines in epilepsy: pharmacology and pharmacokinetics. Acta Neurol Scand. 2008 Aug;118(2):69-86. doi: 10.1111/j.1600-0404.2008.01004.x. Epub 2008 Mar 31. [PubMed:18384456 ]
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
  1. Mohler H, Fritschy JM, Rudolph U: A new benzodiazepine pharmacology. J Pharmacol Exp Ther. 2002 Jan;300(1):2-8. [PubMed:11752090 ]
  2. Riss J, Cloyd J, Gates J, Collins S: Benzodiazepines in epilepsy: pharmacology and pharmacokinetics. Acta Neurol Scand. 2008 Aug;118(2):69-86. doi: 10.1111/j.1600-0404.2008.01004.x. Epub 2008 Mar 31. [PubMed:18384456 ]
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
  1. Mohler H, Fritschy JM, Rudolph U: A new benzodiazepine pharmacology. J Pharmacol Exp Ther. 2002 Jan;300(1):2-8. [PubMed:11752090 ]
  2. Riss J, Cloyd J, Gates J, Collins S: Benzodiazepines in epilepsy: pharmacology and pharmacokinetics. Acta Neurol Scand. 2008 Aug;118(2):69-86. doi: 10.1111/j.1600-0404.2008.01004.x. Epub 2008 Mar 31. [PubMed:18384456 ]

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

Show all enzymes and transporters