nepafenac   Click here for help

GtoPdb Ligand ID: 7564

Synonyms: AHR-9434 | AL-6515 | Nevanac®
Approved drug
nepafenac is an approved drug (FDA (2005), EMA (2007))
Compound class: Synthetic organic
Comment: Nepafenac is a non-steroidal anti-inflammatory drug (NSAID).
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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 CDK toolkit. 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 4
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 86.18
Molecular weight 254.11
XLogP 1.89
No. Lipinski's rules broken 0
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.

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Canonical SMILES NC(=O)Cc1cccc(c1N)C(=O)c1ccccc1
Isomeric SMILES NC(=O)Cc1cccc(c1N)C(=O)c1ccccc1
InChI InChI=1S/C15H14N2O2/c16-13(18)9-11-7-4-8-12(14(11)17)15(19)10-5-2-1-3-6-10/h1-8H,9,17H2,(H2,16,18)
InChI Key QEFAQIPZVLVERP-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Non-steroidal anti-inflammatory ligands
Approved drug? Yes (FDA (2005), EMA (2007))
Is prodrug? Yes
Active form amfenac
IUPAC Name Click here for help
2-[2-amino-3-(benzoyl)phenyl]acetamide
International Nonproprietary Names Click here for help
INN number INN
7685 nepafenac
Synonyms Click here for help
AHR-9434 | AL-6515 | Nevanac®
Database Links Click here for help
CAS Registry No. 78281-72-8
ChEBI CHEBI:75922
ChEMBL Ligand CHEMBL1021
DrugBank Ligand DB06802
DrugCentral Ligand 1899, 1899
GtoPdb PubChem SID 223365900
PubChem CID 151075
Search Google for chemical match using the InChIKey QEFAQIPZVLVERP-UHFFFAOYSA-N
Search Google for chemicals with the same backbone QEFAQIPZVLVERP
Search PubMed clinical trials nepafenac
Search PubMed titles nepafenac
Search PubMed titles/abstracts nepafenac
UniChem Compound Search for chemical match using the InChIKey QEFAQIPZVLVERP-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey QEFAQIPZVLVERP-UHFFFAOYSA-N
Wikipedia Nepafenac