niflumic acid   Click here for help

GtoPdb Ligand ID: 2439

Approved drug PDB Ligand Immunopharmacology Ligand
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.
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2D Structure
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Physico-chemical Properties
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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
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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)
1. Busch AE, Herzer T, Wagner CA, Schmidt F, Raber G, Waldegger S, Lang F. (1994)
Positive regulation by chloride channel blockers of IsK channels expressed in Xenopus oocytes.
Mol Pharmacol, 46 (4): 750-3. [PMID:7969055]
2. Dai L, Garg V, Sanguinetti MC. (2010)
Activation of Slo2.1 channels by niflumic acid.
J Gen Physiol, 135 (3): 275-95. [PMID:20176855]
3. Garg P, Sanguinetti MC. (2012)
Structure-activity relationship of fenamates as Slo2.1 channel activators.
Mol Pharmacol, 82 (5): 795-802. [PMID:22851714]
4. Hu H, Tian J, Zhu Y, Wang C, Xiao R, Herz JM, Wood JD, Zhu MX. (2010)
Activation of TRPA1 channels by fenamate nonsteroidal anti-inflammatory drugs.
Pflugers Arch, 459 (4): 579-92. [PMID:19888597]
5. Walker RL, Koh SD, Sergeant GP, Sanders KM, Horowitz B. (2002)
TRPC4 currents have properties similar to the pacemaker current in interstitial cells of Cajal.
Am J Physiol, Cell Physiol, 283 (6): C1637-45. [PMID:12388058]