dactolisib   Click here for help

GtoPdb Ligand ID: 7950

Synonyms: BEZ235 | NVP-BEZ235
Compound class: Synthetic organic
Comment: Dactolisib is an orally bioavailable dual PI3K/mTOR inhibitor with potential antineoplastic activity. It inhibits all of the PI3K isoforms [3] and in addition, it effectively targets ATR with IC50 of 21 nM in cells [1].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 4
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 75.98
Molecular weight 469.19
XLogP 4.92
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES N#CC(c1ccc(cc1)n1c(=O)n(c2c1c1cc(ccc1nc2)c1cnc2c(c1)cccc2)C)(C)C
Isomeric SMILES N#CC(c1ccc(cc1)n1c(=O)n(c2c1c1cc(ccc1nc2)c1cnc2c(c1)cccc2)C)(C)C
InChI InChI=1S/C30H23N5O/c1-30(2,18-31)22-9-11-23(12-10-22)35-28-24-15-19(21-14-20-6-4-5-7-25(20)32-16-21)8-13-26(24)33-17-27(28)34(3)29(35)36/h4-17H,1-3H3
InChI Key JOGKUKXHTYWRGZ-UHFFFAOYSA-N
Bioactivity Comments
Surface plasmon resonance (SPR) analysis of target residence time (τ) reported by Willemsen-Seegers et al. (2016) confirms the pan-PI3K profile of dactolisib as evaluated by IC50 analysis in kinase assays [5].
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 Primary target of this compound Hs Inhibitor Inhibition 8.4 pIC50 - 3
pIC50 8.4 (IC50 4x10-9 M) [3]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit gamma Primary target of this compound Hs Inhibitor Inhibition 8.3 pIC50 - 3
pIC50 8.3 (IC50 5x10-9 M) [3]
mechanistic target of rapamycin kinase Primary target of this compound Hs Inhibitor Inhibition 8.2 pIC50 - 3
pIC50 8.2 (IC50 6x10-9 M) [3]
Description: Measured as inhibition of downstream mTOR activated p70S6K
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit delta Primary target of this compound Hs Inhibitor Inhibition 8.1 pIC50 - 3
pIC50 8.1 (IC50 7x10-9 M) [3]
ATR serine/threonine kinase Hs Inhibitor Inhibition 7.7 pIC50 - 4
pIC50 7.7 (IC50 2.1x10-8 M) [4]