TG-100-115   Click here for help

GtoPdb Ligand ID: 5715

Synonyms: TG 100-115 | TG 100115 | TG100-115
PDB Ligand
Compound class: Synthetic organic
Comment: TG-100-115 is an isozyme-selective inhibitor of phosphatidylinositol-3-kinase (PI3K). The discovery and synthesis of this compound is described in [2], where it is compound 6. It has subsequently been reported to inhibit the kinase activity of the TRPM7 ion channel, an action that suppresses breast cancer cell migration and invasion [3].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 2
Topological polar surface area 144.06
Molecular weight 346.12
XLogP 1.95
No. Lipinski's rules broken 0
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Canonical SMILES Oc1cccc(c1)c1nc2nc(N)nc(c2nc1c1cccc(c1)O)N
Isomeric SMILES Oc1cccc(c1)c1nc2nc(N)nc(c2nc1c1cccc(c1)O)N
InChI InChI=1S/C18H14N6O2/c19-16-15-17(24-18(20)23-16)22-14(10-4-2-6-12(26)8-10)13(21-15)9-3-1-5-11(25)7-9/h1-8,25-26H,(H4,19,20,22,23,24)
1. Davis MI, Hunt JP, Herrgard S, Ciceri P, Wodicka LM, Pallares G, Hocker M, Treiber DK, Zarrinkar PP. (2011)
Comprehensive analysis of kinase inhibitor selectivity.
Nat Biotechnol, 29 (11): 1046-51. [PMID:22037378]
2. Palanki MS, Dneprovskaia E, Doukas J, Fine RM, Hood J, Kang X, Lohse D, Martin M, Noronha G, Soll RM et al.. (2007)
Discovery of 3,3'-(2,4-diaminopteridine-6,7-diyl)diphenol as an isozyme-selective inhibitor of PI3K for the treatment of ischemia reperfusion injury associated with myocardial infarction.
J Med Chem, 50 (18): 4279-94. [PMID:17685602]
3. Song C, Bae Y, Jun J, Lee H, Kim ND, Lee KB, Hur W, Park JY, Sim T. (2017)
Identification of TG100-115 as a new and potent TRPM7 kinase inhibitor, which suppresses breast cancer cell migration and invasion.
Biochim Biophys Acta Gen Subj, 1861 (4): 947-957. [PMID:28161478]
4. Wodicka LM, Ciceri P, Davis MI, Hunt JP, Floyd M, Salerno S, Hua XH, Ford JM, Armstrong RC, Zarrinkar PP et al.. (2010)
Activation state-dependent binding of small molecule kinase inhibitors: structural insights from biochemistry.
Chem Biol, 17 (11): 1241-9. [PMID:21095574]