berzosertib   Click here for help

GtoPdb Ligand ID: 8003

Synonyms: M6620 | VE 822 | VE-822 | VX-970 | VX970
Compound class: Synthetic organic
Comment: Berzosertib (VE-822) is a potent and selective inhibitor of the serine/threonine kinase ATR [7]. The structure of VE-822 is claimed in patent US20130089626 [6]. VE-822 is under investigated for its potential antineoplastic action [1,3].
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 6
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 132.38
Molecular weight 463.17
XLogP 3.77
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES CNCc1ccc(cc1)c1noc(c1)c1nc(cnc1N)c1ccc(cc1)S(=O)(=O)C(C)C
Isomeric SMILES CNCc1ccc(cc1)c1noc(c1)c1nc(cnc1N)c1ccc(cc1)S(=O)(=O)C(C)C
InChI InChI=1S/C24H25N5O3S/c1-15(2)33(30,31)19-10-8-18(9-11-19)21-14-27-24(25)23(28-21)22-12-20(29-32-22)17-6-4-16(5-7-17)13-26-3/h4-12,14-15,26H,13H2,1-3H3,(H2,25,27)
Bioactivity Comments
VE-822 inhibits phosphorylation of the ATR substrate checkpoint kinase 1 and sensitizes pancreatic cancer cells to radiation and gemcitabine in vitro [2].
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
ATR serine/threonine kinase Primary target of this compound Hs Inhibitor Inhibition >9.7 pKi - 2
pKi >9.7 (Ki <2x10-10 M) [2]
ATM serine/threonine kinase Hs Inhibitor Inhibition 7.5 pKi - 2
pKi 7.5 (Ki 3.4x10-8 M) [2]
phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit gamma Hs Inhibitor Inhibition 6.7 pKi - 2
pKi 6.7 (Ki 2.2x10-7 M) [2]
mechanistic target of rapamycin kinase Hs Inhibitor Inhibition <6.0 pKi - 2
pKi <6.0 (Ki >1x10-6 M) [2]