example 265 [WO2019097515A1]   

GtoPdb Ligand ID: 11067

Compound class: Synthetic organic
Comment: Example 265 is an inhibitor of acetyl-CoA synthetase 2 (ACSS2) [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 71
Molecular weight 387.14
XLogP 2.9
No. Lipinski's rules broken 0
Canonical SMILES COc1ccc(cc1)N1N=C(C(C1=O)C(=O)Nc1cccc(c1)C(F)(F)C)C
Isomeric SMILES COc1ccc(cc1)N1N=C(C(C1=O)C(=O)Nc1cccc(c1)C(F)(F)C)C
InChI InChI=1S/C20H19F2N3O3/c1-12-17(18(26)23-14-6-4-5-13(11-14)20(2,21)22)19(27)25(24-12)15-7-9-16(28-3)10-8-15/h4-11,17H,1-3H3,(H,23,26)
Bioactivity Comments
Example 265 is active in vivo [1]. It inhibits growth of MDA-MB-468 breast cancer xenograft tumours.
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
acyl-CoA synthetase short chain family member 2 Hs Inhibitor Inhibition 8.4 pIC50 - 1
pIC50 8.4 (IC50 4.5x10-9 M) [1]
Description: Measuring in vitro inhibition of ACSS2-mediated Fatty-acid synthesis in MDA-MB-468 cells under hypoxic conditions.