estazolam   Click here for help

GtoPdb Ligand ID: 7550

Synonyms: D 40TA | Eurodin® | ProSom®
Approved drug
estazolam is an approved drug (FDA (1990))
Compound class: Synthetic organic
Comment: Estazolam is an intermediate-acting oral benzodiazepine derivative with anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant actions.
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 3
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 42.55
Molecular weight 294.07
XLogP 5.65
No. Lipinski's rules broken 1

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(=NCc1n2cnn1)c1ccccc1
Isomeric SMILES Clc1ccc2c(c1)C(=NCc1n2cnn1)c1ccccc1
InChI InChI=1S/C16H11ClN4/c17-12-6-7-14-13(8-12)16(11-4-2-1-3-5-11)18-9-15-20-19-10-21(14)15/h1-8,10H,9H2
InChI Key CDCHDCWJMGXXRH-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. FDA (1990)
IUPAC Name Click here for help
8-Chloro-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine
International Nonproprietary Names Click here for help
INN number INN
3611 estazolam
Synonyms Click here for help
D 40TA | Eurodin® | ProSom®
Database Links Click here for help
CAS Registry No. 29975-16-4
ChEBI CHEBI:4858
ChEMBL Ligand CHEMBL285674
DrugBank Ligand DB01215
DrugCentral Ligand 1056
GtoPdb PubChem SID 223365886
PubChem CID 3261
Search Google for chemical match using the InChIKey CDCHDCWJMGXXRH-UHFFFAOYSA-N
Search Google for chemicals with the same backbone CDCHDCWJMGXXRH
Search PubMed clinical trials estazolam
Search PubMed titles estazolam
Search PubMed titles/abstracts estazolam
UniChem Compound Search for chemical match using the InChIKey CDCHDCWJMGXXRH-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey CDCHDCWJMGXXRH-UHFFFAOYSA-N
Wikipedia Estazolam