LUF7244   Click here for help

GtoPdb Ligand ID: 10447

Synonyms: compound 7i [PMID: 26519929]
Compound class: Synthetic organic
Comment: LUF7244 is a negative allosteric modulator (NAM) of orthosteric ligand binding to the hERG channel (Kv11.1) [2]. It was used to test the hypothesis that hERG NAMs might be able to counteract the proarrhythmic effects of hERG-blocking drugs. Using dofetilide as a known hERG orthosteric channel blocker, LUF7244 has been shown to protect against dofetilide‐induced early after depolarizations (EADs) in vitro and dofetilide‐induced TdP arrhythmia in vivo [1]. It has been proposed that hERG NAMs might find therapeutic potential to alleviate long QTs caused by hERG-blocking drugs, and/or to treat patients with congential long QT syndromes that are associated with Kv11.1 and Kv7.1 channels.
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 1
Rotatable bonds 7
Topological polar surface area 68.29
Molecular weight 366.08
XLogP 3.6
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES O=C(Nc1cccnc1)COc1ccc(cc1)C(=O)c1cccc(c1)Cl
Isomeric SMILES O=C(Nc1cccnc1)COc1ccc(cc1)C(=O)c1cccc(c1)Cl
InChI InChI=1S/C20H15ClN2O3/c21-16-4-1-3-15(11-16)20(25)14-6-8-18(9-7-14)26-13-19(24)23-17-5-2-10-22-12-17/h1-12H,13H2,(H,23,24)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
compound 7i [PMID: 26519929]
Database Links Click here for help
ChEMBL Ligand CHEMBL3740151
GtoPdb PubChem SID 385612207
PubChem CID 127042386
Search Google for chemical match using the InChIKey KKKJYDOHVKIIQP-UHFFFAOYSA-N
Search Google for chemicals with the same backbone KKKJYDOHVKIIQP
UniChem Compound Search for chemical match using the InChIKey KKKJYDOHVKIIQP-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey KKKJYDOHVKIIQP-UHFFFAOYSA-N