fimepinostat   Click here for help

GtoPdb Ligand ID: 8952

Synonyms: CUDC 907 | CUDC-907 | PI3K/HDAC Inhibitor centn
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Fimepinostat (CUDC-907) is an investigational dual inhibitor of histone deacetylase (HDAC) and phosphatidylinositol 3-kinase (PI3K) activity [1]. The compound is orally available.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 166.96
Molecular weight 508.16
XLogP 1.62
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES ONC(=O)c1cnc(nc1)N(Cc1cc2c(s1)c(nc(n2)c1ccc(nc1)OC)N1CCOCC1)C
Isomeric SMILES ONC(=O)c1cnc(nc1)N(Cc1cc2c(s1)c(nc(n2)c1ccc(nc1)OC)N1CCOCC1)C
InChI InChI=1S/C23H24N8O4S/c1-30(23-25-11-15(12-26-23)22(32)29-33)13-16-9-17-19(36-16)21(31-5-7-35-8-6-31)28-20(27-17)14-3-4-18(34-2)24-10-14/h3-4,9-12,33H,5-8,13H2,1-2H3,(H,29,32)
InChI Key JOWXJLIFIIOYMS-UHFFFAOYSA-N
Bioactivity Comments
CUDC-907 shows greater growth inhibition and proapoptotic activity than single-target PI3K or HDAC inhibitors in vitro and in xenograft models [1].
In addition to the interactions in the table below, CUDC-907 also inhibits HDACs 4, 5, 7, 8 and 9 albeit with lower IC50 values (409, 674, 426, 191, 554nM respectively) [1].
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
histone deacetylase 1 Hs Inhibitor Inhibition 8.8 pIC50 - 1
pIC50 8.8 (IC50 1.7x10-9 M) [1]
histone deacetylase 3 Hs Inhibitor Inhibition 8.7 pIC50 - 1
pIC50 8.7 (IC50 1.8x10-9 M) [1]
histone deacetylase 10 Hs Inhibitor Inhibition 8.6 pIC50 - 1
pIC50 8.6 (IC50 2.8x10-9 M) [1]
histone deacetylase 2 Hs Inhibitor Inhibition 8.3 pIC50 - 1
pIC50 8.3 (IC50 5x10-9 M) [1]
histone deacetylase 11 Hs Inhibitor Inhibition 8.3 pIC50 - 1
pIC50 8.3 (IC50 5.4x10-9 M) [1]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit alpha Hs Inhibitor Inhibition 7.7 pIC50 - 1
pIC50 7.7 (IC50 1.9x10-8 M) [1]
histone deacetylase 6 Hs Inhibitor Inhibition 7.6 pIC50 - 1
pIC50 7.6 (IC50 2.7x10-8 M) [1]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit delta Hs Inhibitor Inhibition 7.4 pIC50 - 1
pIC50 7.4 (IC50 3.9x10-8 M) [1]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit beta Hs Inhibitor Inhibition 7.3 pIC50 - 1
pIC50 7.3 (IC50 5.4x10-8 M) [1]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit gamma Hs Inhibitor Inhibition 6.5 pIC50 - 1
pIC50 6.5 (IC50 3.11x10-7 M) [1]