AVE1231   Click here for help

GtoPdb Ligand ID: 11206

Synonyms: A-293 | A293 | AVE-1231
Compound class: Synthetic organic
Comment: AVE1231 is a K2P3.1 (TASK-1) channel blocker [2-3]. It was originally reported as a inhibitor of hKv1.5 currents [1,4], and was being developed as an atrial-selective drug therapy by Sanofi-Aventis for the treatment of atrial fibrillation, but the programme was terminated at Phase 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 6
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 105.77
Molecular weight 405.17
XLogP 4.37
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES CCCCS(=O)(=O)Nc1ccccc1C(=O)N[C@@H](c1ccc(nc1)OC)CC
Isomeric SMILES CCCCS(=O)(=O)Nc1ccccc1C(=O)N[C@@H](c1ccc(nc1)OC)CC
InChI InChI=1S/C20H27N3O4S/c1-4-6-13-28(25,26)23-18-10-8-7-9-16(18)20(24)22-17(5-2)15-11-12-19(27-3)21-14-15/h7-12,14,17,23H,4-6,13H2,1-3H3,(H,22,24)/t17-/m1/s1
Selectivity at ion channels
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
K2P3.1 Hs Channel blocker - 6.7 pIC50 - 3
pIC50 6.7 (IC50 2x10-7 M) [3]
Description: Inhibition of hK2P3.1 currents in Xenopus oocytes by patch-clamp assay.