triazolam   

GtoPdb Ligand ID: 7313

Synonyms: Halcion® | U-33030
triazolam is an approved drug (FDA (1982))
Compound class: Synthetic organic
Comment: Triazolam is a benzodiazepine.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 42.55
Molecular weight 342.04
XLogP 6.12
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES Clc1ccc2c(c1)C(=NCc1n2c(C)nn1)c1ccccc1Cl
Isomeric SMILES Clc1ccc2c(c1)C(=NCc1n2c(C)nn1)c1ccccc1Cl
InChI InChI=1S/C17H12Cl2N4/c1-10-21-22-16-9-20-17(12-4-2-3-5-14(12)19)13-8-11(18)6-7-15(13)23(10)16/h2-8H,9H2,1H3
InChI Key JOFWLTCLBGQGBO-UHFFFAOYSA-N
References
1. Harris D, Clayton T, Cook J, Sahbaie P, Halliwell RF, Furtmüller R, Huck S, Sieghart W, DeLorey TM. (2008)
Selective influence on contextual memory: physiochemical properties associated with selectivity of benzodiazepine ligands at GABAA receptors containing the alpha5 subunit.
J. Med. Chem., 51 (13): 3788-803. [PMID:18537233]
2. Huang Q, He X, Ma C, Liu R, Yu S, Dayer CA, Wenger GR, McKernan R, Cook JM. (2000)
Pharmacophore/receptor models for GABA(A)/BzR subtypes (alpha1beta3gamma2, alpha5beta3gamma2, and alpha6beta3gamma2) via a comprehensive ligand-mapping approach.
J. Med. Chem., 43 (1): 71-95. [PMID:10633039]