gilmelisib   Click here for help

GtoPdb Ligand ID: 11876

Synonyms: compound 25 [WO2015192760A1]
Compound class: Synthetic organic
Comment: he chemical structure for gilmelisib was revealed in WHO proposed INN list 126 (Jan 2022), in which it was described as an antineoplastic agent. The chemical structure is claimed in a patent WO2015192760A1, which indicates that it is a PI3K inhibitor [1].
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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 9
Topological polar surface area 123.51
Molecular weight 547.11
XLogP 3.71
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COc1ncc(cc1NS(=O)(=O)c1ccc(cc1Cl)F)c1ccc2n(c1)c(=O)c(cn2)OCCN(C)C
Isomeric SMILES Clc1c(ccc(c1)F)S(=O)(=O)Nc1c(ncc(c1)c1ccc2n(c(=O)c(cn2)OCCN(C)C)c1)OC
InChI InChI=1S/C24H23ClFN5O5S/c1-30(2)8-9-36-20-13-27-22-7-4-15(14-31(22)24(20)32)16-10-19(23(35-3)28-12-16)29-37(33,34)21-6-5-17(26)11-18(21)25/h4-7,10-14,29H,8-9H2,1-3H3
InChI Key BXKBZQAZYOZHJY-UHFFFAOYSA-N
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 >9.0 pIC50 - 1
pIC50 >9.0 (IC50 <1x10-9 M) [1]