Takinib   Click here for help

GtoPdb Ligand ID: 9655

PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Takinib is a potent, ATP-competitive and selective inhibitor of the TAK1 kinase (MAP3K7) [2]. It is reported to sensitize cells to TNF-α-induced apoptosis, an effect that has potential application in oncology and autoimmune disease treatment.
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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 5
Topological polar surface area 72.52
Molecular weight 322.14
XLogP 4.17
No. Lipinski's rules broken 0
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Canonical SMILES CCCn1c(=NC(=O)c2cccc(c2)C(=O)N)[nH]c2c1cccc2
Isomeric SMILES CCCn1/c(=N/C(=O)c2cccc(c2)C(=O)N)/[nH]c2c1cccc2
InChI InChI=1S/C18H18N4O2/c1-2-10-22-15-9-4-3-8-14(15)20-18(22)21-17(24)13-7-5-6-12(11-13)16(19)23/h3-9,11H,2,10H2,1H3,(H2,19,23)(H,20,21,24)
1. Scarneo SA, Mansourati A, Eibschutz LS, Totzke J, Roques JR, Loiselle D, Carlson D, Hughes P, Haystead TAJ. (2018)
Genetic and pharmacological validation of TAK1 inhibition in macrophages as a therapeutic strategy to effectively inhibit TNF secretion.
Sci Rep, 8 (1): 17058. [PMID:30451876]
2. Totzke J, Gurbani D, Raphemot R, Hughes PF, Bodoor K, Carlson DA, Loiselle DR, Bera AK, Eibschutz LS, Perkins MM et al.. (2017)
Takinib, a Selective TAK1 Inhibitor, Broadens the Therapeutic Efficacy of TNF-α Inhibition for Cancer and Autoimmune Disease.
Cell Chem Biol, 24 (8): 1029-1039.e7. [PMID:28820959]