tranilast   Click here for help

GtoPdb Ligand ID: 6326

Synonyms: MK-341 | SB-252218
Approved drug PDB Ligand Immunopharmacology Ligand
tranilast is an approved drug
Compound class: Synthetic organic
Comment: Tranilast is an anti-allergic drug, with a complex mechanism of action [1,4], and potential antiproliferative activity [2].
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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 7
Topological polar surface area 84.86
Molecular weight 327.11
XLogP 2.87
No. Lipinski's rules broken 0
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Canonical SMILES COc1cc(C=CC(=O)Nc2ccccc2C(=O)O)ccc1OC
Isomeric SMILES COc1cc(/C=C/C(=O)Nc2ccccc2C(=O)O)ccc1OC
InChI InChI=1S/C18H17NO5/c1-23-15-9-7-12(11-16(15)24-2)8-10-17(20)19-14-6-4-3-5-13(14)18(21)22/h3-11H,1-2H3,(H,19,20)(H,21,22)/b10-8+
1. Baba A, Tachi M, Ejima Y, Endo Y, Toyama H, Matsubara M, Saito K, Yamauchi M, Miura C, Kazama I. (2016)
Anti-Allergic Drugs Tranilast and Ketotifen Dose-Dependently Exert Mast Cell-Stabilizing Properties.
Cell Physiol Biochem, 38 (1): 15-27. [PMID:26741745]
2. Nakajima Y, Itoh T, Morino Y. (2016)
Metal allergy to everolimus-eluting cobalt chromium stents confirmed by positive skin testing as a cause of recurrent multivessel in-stent restenosis.
Catheter Cardiovasc Interv, 87 (4): 137-142. [PMID:26011018]
3. Nie L, Oishi Y, Doi I, Shibata H, Kojima I. (1997)
Inhibition of proliferation of MCF-7 breast cancer cells by a blocker of Ca(2+)-permeable channel.
Cell Calcium, 22 (2): 75-82. [PMID:9292225]
4. Zampini P, Riviera AP, Tridente G. (1983)
In vitro inhibition of histamine release from mouse mast cells and human basophils by an anthranilic acid derivative.
Int J Immunopharmacol, 5 (5): 431-5. [PMID:6197383]