zopiclone   Click here for help

GtoPdb Ligand ID: 7430

Synonyms: compound 3 [PMID: 8863805] [1] | RP-27267 | Zimovane®
Approved drug
zopiclone is an approved drug
Compound class: Synthetic organic
Comment: Zopiclone is a racemic mixture of the R and S chemical stereoisomers (PubChem CID 941731 and eszopiclone respectively). Eszopiclone is an approved drug in its own right.
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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 9
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 91.76
Molecular weight 388.11
XLogP 0.29
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 CN1CCN(CC1)C(=O)OC1c2nccnc2C(=O)N1c1ccc(cn1)Cl
Isomeric SMILES CN1CCN(CC1)C(=O)OC1c2nccnc2C(=O)N1c1ccc(cn1)Cl
InChI InChI=1S/C17H17ClN6O3/c1-22-6-8-23(9-7-22)17(26)27-16-14-13(19-4-5-20-14)15(25)24(16)12-3-2-11(18)10-21-12/h2-5,10,16H,6-9H2,1H3
InChI Key GBBSUAFBMRNDJC-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
Approved drug? Yes
IUPAC Name Click here for help
[6-(5-chloropyridin-2-yl)-5-oxo-7H-pyrrolo[3,4-b]pyrazin-7-yl] 4-methylpiperazine-1-carboxylate
International Nonproprietary Names Click here for help
INN number INN
4462 zopiclone
Synonyms Click here for help
compound 3 [PMID: 8863805] [1] | RP-27267 | Zimovane®
Database Links Click here for help
CAS Registry No. 43200-80-2
ChEMBL Ligand CHEMBL135400
DrugBank Ligand DB01198
DrugCentral Ligand 2873
GtoPdb PubChem SID 178104002
PubChem CID 5735
Search Google for chemical match using the InChIKey GBBSUAFBMRNDJC-UHFFFAOYSA-N
Search Google for chemicals with the same backbone GBBSUAFBMRNDJC
Search PubMed clinical trials zopiclone
Search PubMed titles zopiclone
Search PubMed titles/abstracts zopiclone
UniChem Compound Search for chemical match using the InChIKey GBBSUAFBMRNDJC-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey GBBSUAFBMRNDJC-UHFFFAOYSA-N
Wikipedia Zopiclone