amfenac   Click here for help

GtoPdb Ligand ID: 7565

Synonyms: AHR-5850D | Fenazox® (Japan)
Approved drug
amfenac is an approved drug
Compound class: Synthetic organic
Comment: Amfenac is the active metabolite of nepafenac. It is a potent non-steroidal antiinflammatory drug (NSAID) [2].
Marketed formulations may contain amfenac sodium (PubChem CID 23665728).
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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Click here for structure editor
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 4
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 80.39
Molecular weight 255.09
XLogP 2.62
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 OC(=O)Cc1cccc(c1N)C(=O)c1ccccc1
Isomeric SMILES OC(=O)Cc1cccc(c1N)C(=O)c1ccccc1
InChI InChI=1S/C15H13NO3/c16-14-11(9-13(17)18)7-4-8-12(14)15(19)10-5-2-1-3-6-10/h1-8H,9,16H2,(H,17,18)
InChI Key SOYCMDCMZDHQFP-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 Non-steroidal anti-inflammatory ligands
Approved drug? Yes.
Prodrug nepafenac
IUPAC Name Click here for help
2-[2-amino-3-(benzoyl)phenyl]acetic acid
International Nonproprietary Names Click here for help
INN number INN
4363 amfenac
Synonyms Click here for help
AHR-5850D | Fenazox® (Japan)
Database Links Click here for help
CAS Registry No. 51579-82-9
ChEBI CHEBI:75915
ChEMBL Ligand CHEMBL25146
GtoPdb PubChem SID 223365901
PubChem CID 2136
Search Google for chemical match using the InChIKey SOYCMDCMZDHQFP-UHFFFAOYSA-N
Search Google for chemicals with the same backbone SOYCMDCMZDHQFP
Search PubMed clinical trials amfenac
Search PubMed titles amfenac
Search PubMed titles/abstracts amfenac
UniChem Compound Search for chemical match using the InChIKey SOYCMDCMZDHQFP-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey SOYCMDCMZDHQFP-UHFFFAOYSA-N
Wikipedia Amfenac