edaravone   Click here for help

GtoPdb Ligand ID: 11994

Synonyms: MCI-186 | MCI186 | Radicava® | Radicut®
PDB Ligand
Compound class: Synthetic organic
Comment: Edaravone (MCI-186) is a free radical scavenger [1]. It is used clinically for its neuroprotective action.

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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 3
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 32.67
Molecular weight 174.08
XLogP 1.49
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 O=C1CC(=NN1c1ccccc1)C
Isomeric SMILES CC1=NN(C(=O)C1)c1ccccc1
InChI InChI=1S/C10H10N2O/c1-8-7-10(13)12(11-8)9-5-3-2-4-6-9/h2-6H,7H2,1H3
InChI Key QELUYTUMUWHWMC-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
IUPAC Name Click here for help
5-methyl-2-phenyl-4H-pyrazol-3-one
International Nonproprietary Names Click here for help
INN number INN
7362 edaravone
Synonyms Click here for help
MCI-186 | MCI186 | Radicava® | Radicut®
Database Links Click here for help
BindingDB Ligand 50200541
CAS Registry No. 89-25-8 (source: WHO INN record)
DrugBank Ligand DB12243
GtoPdb PubChem SID 464244135
PubChem CID 4021
RCSB PDB Ligand W1P
Search Google for chemical match using the InChIKey QELUYTUMUWHWMC-UHFFFAOYSA-N
Search Google for chemicals with the same backbone QELUYTUMUWHWMC
Search PubMed clinical trials edaravone
Search PubMed titles edaravone
Search PubMed titles/abstracts edaravone
UniChem Compound Search for chemical match using the InChIKey QELUYTUMUWHWMC-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey QELUYTUMUWHWMC-UHFFFAOYSA-N

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MedChemExpress
Edaravone (links to external site)
Cat. No. HY-B0099