VS-5584   

GtoPdb Ligand ID: 8382

Synonyms: SB 2343 | SB2343 | VS5584
Compound class: Synthetic organic
Comment: VS-5584 (SB2343) is a potent and selective dual PI3K (phosphatidylinositol 3-kinase)/mTOR (mechanistic target of rapamycin) kinase inhibitor [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 107.87
Molecular weight 354.19
XLogP 1.48
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES Nc1ncc(cn1)c1nc(nc2c1nc(n2C(C)C)C)N1CCOCC1
Isomeric SMILES Nc1ncc(cn1)c1nc(nc2c1nc(n2C(C)C)C)N1CCOCC1
InChI InChI=1S/C17H22N8O/c1-10(2)25-11(3)21-14-13(12-8-19-16(18)20-9-12)22-17(23-15(14)25)24-4-6-26-7-5-24/h8-10H,4-7H2,1-3H3,(H2,18,19,20)
InChI Key QYBGBLQCOOISAR-UHFFFAOYSA-N
Bioactivity Comments
VS-5584 has little off-target activity when screened against a panel of 400 lipid and protein kinases [1]. In vitro the compound exhibits antiproliferative effects across a wide range of human cancer cell lines, particularly against those with PI3K mutations, and dose-dependently inhibits tumour growth in human xenograft mice [1]. As VS-5584 is equipotent at mTOR and all isoforms of PI3K we have tagged each enzyme as a primary molecular target.
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 alpha Hs Inhibitor Inhibition 7.8 pIC50 - 1
pIC50 7.8 (IC50 1.6x10-8 M) [1]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit gamma Hs Inhibitor Inhibition 7.6 pIC50 - 1
pIC50 7.6 (IC50 2.5x10-8 M) [1]
mechanistic target of rapamycin kinase Hs Inhibitor Inhibition 7.4 pIC50 - 1
pIC50 7.4 (IC50 3.7x10-8 M) [1]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit delta Hs Inhibitor Inhibition 7.4 pIC50 - 1
pIC50 7.4 (IC50 4.2x10-8 M) [1]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit beta Hs Inhibitor Inhibition 7.2 pIC50 - 1
pIC50 7.2 (IC50 6.8x10-8 M) [1]