idelalisib   

GtoPdb Ligand ID: 6741

Synonyms: CAL-101/CAL101 | GS-1101 | Zydelig®
idelalisib is an approved drug (FDA & EMA (2014))
Compound class: Synthetic organic
Comment: Idelalisib is highly selective and potent oral inhibitor of phosphoinositide 3-kinase (PI3K) δ.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 100.86
Molecular weight 415.16
XLogP 4.11
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CCC(c1nc2cccc(c2c(=O)n1c1ccccc1)F)Nc1ncnc2c1[nH]cn2
Isomeric SMILES CC[C@@H](c1nc2cccc(c2c(=O)n1c1ccccc1)F)Nc1ncnc2c1[nH]cn2
InChI InChI=1S/C22H18FN7O/c1-2-15(28-20-18-19(25-11-24-18)26-12-27-20)21-29-16-10-6-9-14(23)17(16)22(31)30(21)13-7-4-3-5-8-13/h3-12,15H,2H2,1H3,(H2,24,25,26,27,28)/t15-/m0/s1
InChI Key IFSDAJWBUCMOAH-HNNXBMFYSA-N
Bioactivity Comments
Idelalisib inhibits proliferation of mouse MLg2908 lung fibroblasts (IC50 6900 nM) [3].
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit delta Hs Inhibitor Inhibition 8.6 pIC50 - 2
pIC50 8.6 (IC50 2.5x10-9 M) in vitro activity against recombinant enzyme [2]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit gamma Hs Inhibitor Inhibition 7.1 pIC50 - 2
pIC50 7.1 (IC50 8.9x10-8 M) [2]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit beta Hs Inhibitor Inhibition 6.3 pIC50 - 2
pIC50 6.3 (IC50 5.65x10-7 M) [2]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit alpha Hs Inhibitor Inhibition 6.1 pIC50 - 2
pIC50 6.1 (IC50 8.2x10-7 M) [2]