ethchlorvynol   Click here for help

GtoPdb Ligand ID: 7180

Synonyms: Placidyl®
Approved drug
ethchlorvynol is an approved drug (FDA (prior to 1961))
Compound class: Synthetic organic
Comment: Ethchlorvynol's use has largely been replaced by safer alternative hypnotics.
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 1
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 20.23
Molecular weight 144.03
XLogP 1.83
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 CCC(C#C)(C=CCl)O
Isomeric SMILES CCC(C#C)(/C=C/Cl)O
InChI InChI=1S/C7H9ClO/c1-3-7(9,4-2)5-6-8/h1,5-6,9H,4H2,2H3/b6-5+
InChI Key ZEHYJZXQEQOSON-AATRIKPKSA-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
Approved drug? Yes. FDA (1961)
IUPAC Name Click here for help
(1E)-1-chloro-3-ethylpent-1-en-4-yn-3-ol
International Nonproprietary Names Click here for help
INN number INN
532 ethchlorvynol
Synonyms Click here for help
Placidyl®
Database Links Click here for help
CAS Registry No. 113-18-8
ChEMBL Ligand CHEMBL591
DrugBank Ligand DB00189
GtoPdb PubChem SID 178103755
PubChem CID 5281077
Search Google for chemical match using the InChIKey ZEHYJZXQEQOSON-AATRIKPKSA-N
Search Google for chemicals with the same backbone ZEHYJZXQEQOSON
Search PubMed clinical trials ethchlorvynol
Search PubMed titles ethchlorvynol
Search PubMed titles/abstracts ethchlorvynol
UniChem Compound Search for chemical match using the InChIKey ZEHYJZXQEQOSON-AATRIKPKSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZEHYJZXQEQOSON-AATRIKPKSA-N
Wikipedia Ethchlorvynol