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flurazepam   Click here for help

GtoPdb Ligand ID: 7188

Synonyms: Dalmane® | Ro-5-6901 | Ro-56901
Approved drug PDB Ligand
flurazepam is an approved drug (FDA (1970))
Compound class: Synthetic organic
Comment: Flurazepam is a benzodiazepine drug.
Marketed formulations may contain flurazepam hydrochloride (PubChem CID 37368).
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View more information in the IUPHAR Pharmacology Education Project: flurazepam

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 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 0
Rotatable bonds 6
Topological polar surface area 35.91
Molecular weight 387.15
XLogP 3.78
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 CCN(CCN1C(=O)CN=C(c2c1ccc(c2)Cl)c1ccccc1F)CC
Isomeric SMILES CCN(CCN1C(=O)CN=C(c2c1ccc(c2)Cl)c1ccccc1F)CC
InChI InChI=1S/C21H23ClFN3O/c1-3-25(4-2)11-12-26-19-10-9-15(22)13-17(19)21(24-14-20(26)27)16-7-5-6-8-18(16)23/h5-10,13H,3-4,11-12,14H2,1-2H3
InChI Key SAADBVWGJQAEFS-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 (1970)
IUPAC Name Click here for help
7-chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-2,3-dihydro-1H-1,4-benzodiazepin-2-one
International Nonproprietary Names Click here for help
INN number INN
2551 flurazepam
Synonyms Click here for help
Dalmane® | Ro-5-6901 | Ro-56901
Database Links Click here for help
CAS Registry No. 17617-23-1
ChEMBL Ligand CHEMBL968
DrugBank Ligand DB00690
DrugCentral Ligand 1218
GtoPdb PubChem SID 178103763
PubChem CID 3393
RCSB PDB Ligand FL7
Search Google for chemical match using the InChIKey SAADBVWGJQAEFS-UHFFFAOYSA-N
Search Google for chemicals with the same backbone SAADBVWGJQAEFS
Search PubMed clinical trials flurazepam
Search PubMed titles flurazepam
Search PubMed titles/abstracts flurazepam
UniChem Compound Search for chemical match using the InChIKey SAADBVWGJQAEFS-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey SAADBVWGJQAEFS-UHFFFAOYSA-N
Wikipedia Flurazepam