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temazepam   Click here for help

GtoPdb Ligand ID: 7300

Synonyms: Restoril® | WY-3917
Approved drug
temazepam is an approved drug (FDA (1981))
Compound class: Synthetic organic
Comment: Temazepam is a benzodiazepine drug, with sedative and hypnotic actions.
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View more information in the IUPHAR Pharmacology Education Project: temazepam

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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Click here for structure editor
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 Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). 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 4
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 52.9
Molecular weight 300.07
XLogP 2.99
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES Clc1ccc2c(c1)C(=NC(C(=O)N2C)O)c1ccccc1
Isomeric SMILES Clc1ccc2c(c1)C(=NC(C(=O)N2C)O)c1ccccc1
InChI InChI=1S/C16H13ClN2O2/c1-19-13-8-7-11(17)9-12(13)14(18-15(20)16(19)21)10-5-3-2-4-6-10/h2-9,15,20H,1H3
InChI Key SEQDDYPDSLOBDC-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Benzodiazepine class drugs
Approved drug? Yes. US FDA (1981)
IUPAC Name Click here for help
7-chloro-3-hydroxy-1-methyl-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one
International Nonproprietary Names Click here for help
INN number INN
2753 temazepam
Synonyms Click here for help
Restoril® | WY-3917
Database Links Click here for help
CAS Registry No. 846-50-4
ChEMBL Ligand CHEMBL967
DrugBank Ligand DB00231
DrugCentral Ligand 2585
GtoPdb PubChem SID 178103873
PubChem CID 5391
Search Google for chemical match using the InChIKey SEQDDYPDSLOBDC-UHFFFAOYSA-N
Search Google for chemicals with the same backbone SEQDDYPDSLOBDC
Search PubMed clinical trials temazepam
Search PubMed titles temazepam
Search PubMed titles/abstracts temazepam
UniChem Compound Search for chemical match using the InChIKey SEQDDYPDSLOBDC-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey SEQDDYPDSLOBDC-UHFFFAOYSA-N
Wikipedia Temazepam