LY2090314   Click here for help

GtoPdb Ligand ID: 7958

Synonyms: LY-2090314
Compound class: Synthetic organic
Comment: LY2090314 is a potent inhibitor of glycogen synthase kinase-3 (GSK3) [2,4]. The discovery of LY2090314 is described by Engler et al. (2004) [2] where it is compound 12.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 91.95
Molecular weight 512.2
XLogP 4.51
No. Lipinski's rules broken 0
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Canonical SMILES Fc1cc2CN(CCn3c2c(c1)c(c3)C1=C(C(=O)NC1=O)c1cnc2n1cccc2)C(=O)N1CCCCC1
Isomeric SMILES Fc1cc2CN(CCn3c2c(c1)c(c3)C1=C(C(=O)NC1=O)c1cnc2n1cccc2)C(=O)N1CCCCC1
InChI InChI=1S/C28H25FN6O3/c29-18-12-17-15-34(28(38)32-7-3-1-4-8-32)11-10-33-16-20(19(13-18)25(17)33)23-24(27(37)31-26(23)36)21-14-30-22-6-2-5-9-35(21)22/h2,5-6,9,12-14,16H,1,3-4,7-8,10-11,15H2,(H,31,36,37)
1. Doble BW, Woodgett JR. (2003)
GSK-3: tricks of the trade for a multi-tasking kinase.
J Cell Sci, 116 (Pt 7): 1175-86. [PMID:12615961]
2. Engler TA, Henry JR, Malhotra S, Cunningham B, Furness K, Brozinick J, Burkholder TP, Clay MP, Clayton J, Diefenbacher C et al.. (2004)
Substituted 3-imidazo[1,2-a]pyridin-3-yl- 4-(1,2,3,4-tetrahydro-[1,4]diazepino-[6,7,1-hi]indol-7-yl)pyrrole-2,5-diones as highly selective and potent inhibitors of glycogen synthase kinase-3.
J Med Chem, 47 (16): 3934-7. [PMID:15267232]
3. Jope RS, Yuskaitis CJ, Beurel E. (2007)
Glycogen synthase kinase-3 (GSK3): inflammation, diseases, and therapeutics.
Neurochem Res, 32 (4-5): 577-95. [PMID:16944320]
4. Vadivelan S, Sinha BN, Tajne S, Jagarlapudi SA. (2009)
Fragment and knowledge-based design of selective GSK-3beta inhibitors using virtual screening models.
Eur J Med Chem, 44 (6): 2361-71. [PMID:18929433]