taselisib   Click here for help

GtoPdb Ligand ID: 7794

Synonyms: GDC-0032 | GDC0032
PDB Ligand
Compound class: Synthetic organic
Comment: Taselisib is a potent and orally bioavailable kinase inhibitor which inhibits the PI3Kα, γ and δ isoforms but not the β isoform. It is compound 11l in [3].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 118.67
Molecular weight 460.23
XLogP 4.24
No. Lipinski's rules broken 0
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Canonical SMILES Cc1nn(c(n1)c1cn2c(n1)c1ccc(cc1OCC2)c1cnn(c1)C(C(=O)N)(C)C)C(C)C
Isomeric SMILES Cc1nn(c(n1)c1cn2c(n1)c1ccc(cc1OCC2)c1cnn(c1)C(C(=O)N)(C)C)C(C)C
InChI InChI=1S/C24H28N8O2/c1-14(2)32-22(27-15(3)29-32)19-13-30-8-9-34-20-10-16(6-7-18(20)21(30)28-19)17-11-26-31(12-17)24(4,5)23(25)33/h6-7,10-14H,8-9H2,1-5H3,(H2,25,33)
Bioactivity Comments
Taselisib is highly effective on PI3Kα (aka p110α/PIK3CA)-mutated and HER2/neu amplified uterine serous carcinoma in vitro and in vivo [2].
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 delta Primary target of this compound Hs Inhibitor Inhibition 9.7 – 10.1 pKi - 1,3
pKi 10.1 (Ki 7.9x10-11 M) [1]
pKi 9.7 (Ki 2.1x10-10 M) [3]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit alpha Hs Inhibitor Inhibition 9.5 – 10.1 pKi - 1,3
pKi 10.1 (Ki 9x10-11 M) [1]
pKi 9.5 (Ki 2.9x10-10 M) [3]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit gamma Hs Inhibitor Inhibition 8.8 – 9.0 pKi - 1,3
pKi 9.0 (Ki 9.7x10-10 M) [3]
pKi 8.8 (Ki 1.43x10-9 M) [1]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit beta Hs Inhibitor Inhibition 7.3 – 8.0 pKi - 1,3
pKi 8.0 (Ki 9.1x10-9 M) [3]
pKi 7.3 (Ki 5.3x10-8 M) [1]