flufenamic acid   Click here for help

GtoPdb Ligand ID: 2447

Approved drug PDB Ligand Immunopharmacology Ligand
flufenamic acid is an approved drug
Compound class: Synthetic organic
Comment: A non-selective cyclooxygenase inhibitor; NSAID.
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species

flufenamic acid is commercially available from our sponsors

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 2
Rotatable bonds 4
Topological polar surface area 49.33
Molecular weight 281.07
XLogP 4.2
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)c1ccccc1Nc1cccc(c1)C(F)(F)F
Isomeric SMILES OC(=O)c1ccccc1Nc1cccc(c1)C(F)(F)F
InChI InChI=1S/C14H10F3NO2/c15-14(16,17)9-4-3-5-10(8-9)18-12-7-2-1-6-11(12)13(19)20/h1-8,18H,(H,19,20)
InChI Key LPEPZBJOKDYZAD-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
Approved drug? Yes.
IUPAC Name Click here for help
2-[[3-(Trifluoromethyl)phenyl]amino]benzoic acid
International Nonproprietary Names Click here for help
INN number INN
1495 flufenamic acid
Database Links Click here for help
Specialist databases
GPCRdb Ligand flufenamic acid
Other databases
BindingDB Ligand 17636
BitterDB Ligand 65
CAS Registry No. 530-78-9 (source: DrugBank)
ChEBI CHEBI:42638
ChEMBL Ligand CHEMBL23588
DrugBank Ligand DB02266
DrugCentral Ligand 1193
GtoPdb PubChem SID 135650269
PubChem CID 3371
RCSB PDB Ligand FLF
Search Google for chemical match using the InChIKey LPEPZBJOKDYZAD-UHFFFAOYSA-N
Search Google for chemicals with the same backbone LPEPZBJOKDYZAD
Search PubMed clinical trials flufenamic acid
Search PubMed titles flufenamic acid
Search PubMed titles/abstracts flufenamic acid
UniChem Compound Search for chemical match using the InChIKey LPEPZBJOKDYZAD-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey LPEPZBJOKDYZAD-UHFFFAOYSA-N
Wikipedia Flufenamic_acid

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MedChemExpress
Flufenamic acid (links to external site)
Cat. No. HY-B1221