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
Bioactivity Comments
Note that some bioactivity data may relate to the compound without specified stereochemistry [1], as represented by ChEMBL compound CHEMBL2064328.
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit beta Hs Allosteric modulator Negative 7.6 pIC50 - 1
pIC50 7.6 (IC50 2.8x10-8 M) [1]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit delta Hs Allosteric modulator Negative 6.2 pIC50 - 1
pIC50 6.2 (IC50 6.58x10-7 M) [1]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit alpha Hs Allosteric modulator Negative <5.0 pIC50 - 1
pIC50 <5.0 (IC50 >1x10-5 M) [1]