niflumic acid   

GtoPdb Ligand ID: 2439

niflumic acid is an approved drug
Compound class: Synthetic organic
Comment: Niflumic acid is used clinically as an anti-inflammatory agent due to its action as a cyclooxygenase-2 (COX-2) inhibitor.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 62.22
Molecular weight 282.06
XLogP 3.68
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OC(=O)c1cccnc1Nc1cccc(c1)C(F)(F)F
Isomeric SMILES OC(=O)c1cccnc1Nc1cccc(c1)C(F)(F)F
InChI InChI=1S/C13H9F3N2O2/c14-13(15,16)8-3-1-4-9(7-8)18-11-10(12(19)20)5-2-6-17-11/h1-7H,(H,17,18)(H,19,20)
InChI Key JZFPYUNJRRFVQU-UHFFFAOYSA-N
Bioactivity Comments
We have been unable to find affinity data for this drug (at the human targets) to substantiate its MMOA.
Selectivity at ion channels
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Kv7.1 Hs Activator Positive - - 1x10-4 1
Conc range: 1x10-4 M [1]
TRPC4 Mm Channel blocker Antagonist - - 3x10-5 5
Conc range: 3x10-5 M [5]
Voltage: -60.0 mV
KNa1.2 Hs Activator Agonist 8.7 pEC50 - 2-3
pEC50 8.7 (EC50 2.1x10-9 M) [2-3]
ClC-Ka Hs Activator - 3.0 – 5.0 pEC50 -
pEC50 3.0 – 5.0 (EC50 1x10-3 – 1x10-5 M)
ClC-Kb Hs Activator - 3.0 – 5.0 pEC50 -
pEC50 3.0 – 5.0 (EC50 1x10-3 – 1x10-5 M)
TRPA1 Rn Activator Activation 3.3 pEC50 - 4
pEC50 3.3 [4]
Voltage: -100.0 mV
Description: Two electrode voltage clamp
Conditions: Xenopus oocytes expressing rat TRPA1
ClC-Ka Hs Channel blocker - >- pIC50 -
pIC50 (IC50 <1x10-3 M)
ClC-1 Hs Channel blocker - - - -
CaCC Hs Channel blocker - - - -
Targets where the ligand is described in the comment field
Target Comment
Ligand mentioned in the following text fields