perampanel   Click here for help

GtoPdb Ligand ID: 7050

Synonyms: E2007 | ER-155055-90 | Fycompa®
Approved drug PDB Ligand
perampanel is an approved drug (FDA and EMA (2012))
Compound class: Synthetic organic
Comment: Perampanel is an anticonvulsant. The drug is administered as perampanel hydrate.
It is first and only FDA-approved non-competitive AMPA (alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid) receptor antagonist.
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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 3
Topological polar surface area 58.16
Molecular weight 349.12
XLogP 5.29
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 N#Cc1ccccc1c1cc(cn(c1=O)c1ccccc1)c1ccccn1
Isomeric SMILES N#Cc1ccccc1c1cc(cn(c1=O)c1ccccc1)c1ccccn1
InChI InChI=1S/C23H15N3O/c24-15-17-8-4-5-11-20(17)21-14-18(22-12-6-7-13-25-22)16-26(23(21)27)19-9-2-1-3-10-19/h1-14,16H
InChI Key PRMWGUBFXWROHD-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 (FDA and EMA (2012))
IUPAC Name Click here for help
2-(2-oxo-1-phenyl-5-pyridin-2-ylpyridin-3-yl)benzonitrile
International Nonproprietary Names Click here for help
INN number INN
8834 perampanel
Synonyms Click here for help
E2007 | ER-155055-90 | Fycompa®
Database Links Click here for help
CAS Registry No. 380917-97-5
ChEMBL Ligand CHEMBL1214124
DrugBank Ligand DB08883
DrugCentral Ligand 4684
GtoPdb PubChem SID 178103629
PubChem CID 9924495
RCSB PDB Ligand 6ZP
Search Google for chemical match using the InChIKey PRMWGUBFXWROHD-UHFFFAOYSA-N
Search Google for chemicals with the same backbone PRMWGUBFXWROHD
Search PubMed clinical trials perampanel
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UniChem Compound Search for chemical match using the InChIKey PRMWGUBFXWROHD-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey PRMWGUBFXWROHD-UHFFFAOYSA-N
Wikipedia Perampanel