linperlisib   Click here for help

GtoPdb Ligand ID: 10466

Synonyms: compound 10 [US20160244432] | PI3Kdelta-IN-2 | YY-20394 | YY20394
Compound class: Synthetic organic
Comment: Linperlisib (YY-20394) is a PI3Kδ inhibitor claimed by Shanghai Yingli Pharmaceutical Company in their patent US20160244432A1 (as compound 10) [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 138.39
Molecular weight 588.25
XLogP 3.22
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COc1ncc(cc1NS(=O)(=O)C)c1nc(nc2c1cc(F)cc2CN1CCC(CC1)C(O)(C)C)N1CCOCC1
Isomeric SMILES COc1ncc(cc1NS(=O)(=O)C)c1nc(nc2c1cc(F)cc2CN1CCC(CC1)C(O)(C)C)N1CCOCC1
InChI InChI=1S/C28H37FN6O5S/c1-28(2,36)20-5-7-34(8-6-20)17-19-13-21(29)15-22-24(31-27(32-25(19)22)35-9-11-40-12-10-35)18-14-23(33-41(4,37)38)26(39-3)30-16-18/h13-16,20,33,36H,5-12,17H2,1-4H3
InChI Key NVWKNQGHVMMAJW-UHFFFAOYSA-N
Bioactivity Comments
Compound 10 is 320 fold selective for PI3Kδ over the α isozyme, 31 fold selective for PI3Kδ over PI3Kβ, and >1000 fold selective for PI3Kδ over PI3Kγ [1]. Compound 10 inhibits TNFα generation by human Raji cells (IC50 66 nM).
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 8.6 pIC50 - 1
pIC50 8.6 (IC50 2.4x10-9 M) [1]
Description: Measured in a luminescence assay to detect modulation of ADP formation in the presence of test compound and hPI3Kδ.