GSK2292767   Click here for help

GtoPdb Ligand ID: 10633

Synonyms: compound 2 [PMID: 30532965] | compound 3 [PMID: 26301626] | GSK-2292767
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: GSK2292767 is a selective PI3Kδ inhibitor that was developed as a back-up compound to clinical lead nemiralisib (GSK2269557) [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 143.85
Molecular weight 512.18
XLogP 2.78
No. Lipinski's rules broken 0
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Canonical SMILES COc1ncc(cc1NS(=O)(=O)C)c1cc(c2ncc(o2)CN2CC(C)OC(C2)C)c2c(c1)[nH]nc2
Isomeric SMILES COc1ncc(cc1NS(=O)(=O)C)c1cc(c2ncc(o2)CN2C[C@H](C)O[C@@H](C2)C)c2c(c1)[nH]nc2
InChI InChI=1S/C24H28N6O5S/c1-14-11-30(12-15(2)34-14)13-18-9-26-23(35-18)19-5-16(6-21-20(19)10-27-28-21)17-7-22(29-36(4,31)32)24(33-3)25-8-17/h5-10,14-15,29H,11-13H2,1-4H3,(H,27,28)/t14-,15+
1. Barton N, Convery M, Cooper AWJ, Down K, Hamblin JN, Inglis G, Peace S, Rowedder J, Rowland P, Taylor JA et al.. (2018)
Discovery of Potent, Efficient, and Selective Inhibitors of Phosphoinositide 3-Kinase δ through a Deconstruction and Regrowth Approach.
J Med Chem, 61 (24): 11061-11073. [PMID:30532965]
2. Down K, Amour A, Baldwin IR, Cooper AW, Deakin AM, Felton LM, Guntrip SB, Hardy C, Harrison ZA, Jones KL et al.. (2015)
Optimization of Novel Indazoles as Highly Potent and Selective Inhibitors of Phosphoinositide 3-Kinase δ for the Treatment of Respiratory Disease.
J Med Chem, 58 (18): 7381-99. [PMID:26301626]