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.
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: diazepam

2D Structure
Click here for structure editor
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
References
1. Drummond AH, Hughes PJ, Ruiz-Larrea F, Joels LA. (1989)
Use of receptor antagonist in elucidating the mechanism of action of TRH in GH3 cells.
Ann. N. Y. Acad. Sci., 553: 197-204. [PMID:2566295]
2. Flockhart DA. 
Drug Interactions: Cytochrome P450 Drug Interaction Table. Indiana University School of Medicine (2007).
Accessed on 18/11/2014. Modified on 18/11/2014. http://medicine.iupui.edu/clinpharm/ddis/clinical-table/
3. Krishek BJ, Moss SJ, Smart TG. (1998)
Interaction of H+ and Zn2+ on recombinant and native rat neuronal GABAA receptors.
J. Physiol. (Lond.), 507 ( Pt 3): 639-52. [PMID:9508826]
4. Pritchett DB, Lüddens H, Seeburg PH. (1989)
Type I and type II GABAA-benzodiazepine receptors produced in transfected cells.
Science, 245 (4924): 1389-92. [PMID:2551039]