zaleplon   Click here for help

GtoPdb Ligand ID: 4345

Synonyms: CL-284846 | LJC-10846 | Sonata® | ZAL-846
Approved drug
zaleplon is an approved drug (FDA (1999))
Compound class: Synthetic organic
Comment: Zaleplon is a nonbenzodiazepine, pyrazolopyrimidine class hypnotic drug.
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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 5
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 74.29
Molecular weight 305.13
XLogP 2.03
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(c1cccc(c1)c1ccnc2n1ncc2C#N)C(=O)C
Isomeric SMILES CCN(c1cccc(c1)c1ccnc2n1ncc2C#N)C(=O)C
InChI InChI=1S/C17H15N5O/c1-3-21(12(2)23)15-6-4-5-13(9-15)16-7-8-19-17-14(10-18)11-20-22(16)17/h4-9,11H,3H2,1-2H3
InChI Key HUNXMJYCHXQEGX-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 (1999))
IUPAC Name Click here for help
N-(3-{3-cyanopyrazolo[1,5-a]pyrimidin-7-yl}phenyl)-N-ethylacetamide
International Nonproprietary Names Click here for help
INN number INN
7312 zaleplon
Synonyms Click here for help
CL-284846 | LJC-10846 | Sonata® | ZAL-846
Database Links Click here for help
CAS Registry No. 151319-34-5 (source: Scifinder)
ChEMBL Ligand CHEMBL1521
DrugBank Ligand DB00962
DrugCentral Ligand 2857
GtoPdb PubChem SID 178101162
PubChem CID 5719
Search Google for chemical match using the InChIKey HUNXMJYCHXQEGX-UHFFFAOYSA-N
Search Google for chemicals with the same backbone HUNXMJYCHXQEGX
Search PubMed clinical trials zaleplon
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UniChem Compound Search for chemical match using the InChIKey HUNXMJYCHXQEGX-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey HUNXMJYCHXQEGX-UHFFFAOYSA-N
Wikipedia Zaleplon