diazepam   

GtoPdb Ligand ID: 3364

Synonyms: Diastat® | LA-III | Valium® | WY-3467
diazepam is an approved drug (FDA (1986))
Compound class: Synthetic organic
Comment: Diazepam is a benzodiazepine drug with long acting anticonvulsant, anxiolytic, sedative, muscle relaxant, and amnesic properties.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 32.67
Molecular weight 284.07
XLogP 2.92
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES Clc1ccc2c(c1)C(=NCC(=O)N2C)c1ccccc1
Isomeric SMILES Clc1ccc2c(c1)C(=NCC(=O)N2C)c1ccccc1
InChI InChI=1S/C16H13ClN2O/c1-19-14-8-7-12(17)9-13(14)16(18-10-15(19)20)11-5-3-2-4-6-11/h2-9H,10H2,1H3
InChI Key AAOVKJBEBIDNHE-UHFFFAOYSA-N
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
CYP3A4 2
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
TRH1 receptor Rn Antagonist Antagonist 5.2 pKi - 1
pKi 5.2 (Ki 7.1x10-6 M) [1]
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
GABAA receptor α1 subunit Hs Allosteric modulator Positive 7.8 pKi - 4
pKi 7.8 (Ki 1.63x10-8 M) [Binds to: benzodiazepine site] [4]
Description: Assay using recombinant GABAA channels with subunit composition; α1β1γ2.
GABAA receptor α2 subunit Hs Allosteric modulator Positive 7.8 pKi - 4
pKi 7.8 (Ki 1.69x10-8 M) [Binds to: benzodiazepine site] [4]
Description: Assay using recombinant GABAA channels with subunit composition; α2β1γ2.
GABAA receptor α3 subunit Hs Allosteric modulator Positive 7.8 pKi - 4
pKi 7.8 (Ki 1.7x10-8 M) [Binds to: benzodiazepine site] [4]
Description: Assay using recombinant GABAA channels with subunit composition; α3β1γ2.
Targets where the ligand is described in the comment field
Target Comment