risovalisib   Click here for help

GtoPdb Ligand ID: 12382

Synonyms: compound 37 [PMID: 33109399] | CYH-33 | CYH33
Compound class: Synthetic organic
Comment: This is the chemical structure for the INN risovalisib. It maps to the PI3Kα inhibitor CYH33, which is an orally bioavailable and selective inhibitor that was developed for anti-tumour potential [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 1
Rotatable bonds 9
Topological polar surface area 142.88
Molecular weight 598.19
XLogP 2.51
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES COC(=O)Nc1ncc(c(c1)C(F)(F)F)c1nn2cc(cc2c(n1)N1CCOCC1)CN1CCN(CC1)S(=O)(=O)C
Isomeric SMILES COC(=O)Nc1ncc(c(c1)C(F)(F)F)c1nn2cc(cc2c(n1)N1CCOCC1)CN1CCN(CC1)S(=O)(=O)C
InChI InChI=1S/C24H29F3N8O5S/c1-39-23(36)29-20-12-18(24(25,26)27)17(13-28-20)21-30-22(33-7-9-40-10-8-33)19-11-16(15-35(19)31-21)14-32-3-5-34(6-4-32)41(2,37)38/h11-13,15H,3-10,14H2,1-2H3,(H,28,29,36)
InChI Key KTLQDDGRBDLKMN-UHFFFAOYSA-N
Bioactivity Comments
Risovalisib (CYH33; compound 37) inhibits phosphorylation of AKT in human cancer cells, which is indicative of its disruption of the cellular PI3K/AKT/mTOR pathway.
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 alpha Hs Inhibitor Inhibition 8.2 pIC50 - 1
pIC50 8.2 (IC50 5.9x10-9 M) [1]