GSK-3beta inhibitor XI   Click here for help

GtoPdb Ligand ID: 5981

Synonyms: GSK-3b inhibitor XI
Compound class: Synthetic organic
Comment: The synthesis and discovery of this compound is described in [3] where it is compound 33.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 110
Molecular weight 349.12
XLogP 0.13
No. Lipinski's rules broken 0
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Canonical SMILES OCCCn1cc(c2c1nccc2)C1=C(C(=O)NC1=O)c1cnccn1
Isomeric SMILES OCCCn1cc(c2c1nccc2)C1=C(C(=O)NC1=O)c1cnccn1
InChI InChI=1S/C18H15N5O3/c24-8-2-7-23-10-12(11-3-1-4-21-16(11)23)14-15(18(26)22-17(14)25)13-9-19-5-6-20-13/h1,3-6,9-10,24H,2,7-8H2,(H,22,25,26)
1. Anastassiadis T, Deacon SW, Devarajan K, Ma H, Peterson JR. (2011)
Comprehensive assay of kinase catalytic activity reveals features of kinase inhibitor selectivity.
Nat Biotechnol, 29 (11): 1039-45. [PMID:22037377]
2. Gao Y, Davies SP, Augustin M, Woodward A, Patel UA, Kovelman R, Harvey KJ. (2013)
A broad activity screen in support of a chemogenomic map for kinase signalling research and drug discovery.
Biochem J, 451 (2): 313-28. [PMID:23398362]
3. O'Neill DJ, Shen L, Prouty C, Conway BR, Westover L, Xu JZ, Zhang HC, Maryanoff BE, Murray WV, Demarest KT et al.. (2004)
Design, synthesis, and biological evaluation of novel 7-azaindolyl-heteroaryl-maleimides as potent and selective glycogen synthase kinase-3beta (GSK-3beta) inhibitors.
Bioorg Med Chem, 12 (12): 3167-85. [PMID:15158785]