PIK-108   Click here for help

GtoPdb Ligand ID: 8968

PDB Ligand
Compound class: Synthetic organic
Comment: PIK-108 is an experimental allosteric inhibitor of the lipid modifying kinases, phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunits β and δ (PI3Kβ/δ) [1]. The compound binds at an allosteric site close to the mutation hotspot of H1047R in the mouse PI3Kα C-lobe, in addition to binding at the ATP-binding pocket [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 54.71
Molecular weight 364.18
XLogP 5.34
No. Lipinski's rules broken 1
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Canonical SMILES Cc1cc(C(Nc2ccccc2)C)c2c(c1)c(=O)cc(o2)N1CCOCC1
Isomeric SMILES Cc1cc([C@@H](Nc2ccccc2)C)c2c(c1)c(=O)cc(o2)N1CCOCC1
InChI InChI=1S/C22H24N2O3/c1-15-12-18(16(2)23-17-6-4-3-5-7-17)22-19(13-15)20(25)14-21(27-22)24-8-10-26-11-9-24/h3-7,12-14,16,23H,8-11H2,1-2H3/t16-/m0/s1
1. Certal V, Halley F, Virone-Oddos A, Delorme C, Karlsson A, Rak A, Thompson F, Filoche-Rommé B, El-Ahmad Y, Carry JC et al.. (2012)
Discovery and optimization of new benzimidazole- and benzoxazole-pyrimidone selective PI3Kβ inhibitors for the treatment of phosphatase and TENsin homologue (PTEN)-deficient cancers.
J Med Chem, 55 (10): 4788-805. [PMID:22524426]
2. Hon WC, Berndt A, Williams RL. (2012)
Regulation of lipid binding underlies the activation mechanism of class IA PI3-kinases.
Oncogene, 31 (32): 3655-66. [PMID:22120714]