prazepam   Click here for help

GtoPdb Ligand ID: 7275

Synonyms: Centrax® | W-4020
Approved drug
prazepam is an approved drug
Compound class: Synthetic organic
Comment: Prazepam is a benzodiazepine type drug.
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 32.67
Molecular weight 324.1
XLogP 3.66
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES Clc1ccc2c(c1)C(=NCC(=O)N2CC1CC1)c1ccccc1
Isomeric SMILES Clc1ccc2c(c1)C(=NCC(=O)N2CC1CC1)c1ccccc1
InChI InChI=1S/C19H17ClN2O/c20-15-8-9-17-16(10-15)19(14-4-2-1-3-5-14)21-11-18(23)22(17)12-13-6-7-13/h1-5,8-10,13H,6-7,11-12H2
InChI Key MWQCHHACWWAQLJ-UHFFFAOYSA-N
No information available.
Summary of Clinical Use Click here for help
Used to treat anxiety disorders. However, there is no information regarding approval for clinical use of this drug on the US FDA or European Medicines Agency websites. Individual national approval agencies may have granted marketing authorisation.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Prazepam positively modulates the activity of GABAA anion channels. The drug increases inhibitory GABAergic tone and causes neuro-inhibition. Drug-induced effects are observed clinically as anxiolytic, sedative, anticonvulsant and skeletal muscle relaxant actions.