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.
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2D Structure
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Physico-chemical Properties
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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
SMILES / InChI / InChIKey
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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)
InChI Key KKKJYDOHVKIIQP-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-[4-(3-chlorobenzoyl)phenoxy]-N-(pyridin-3-yl)acetamide
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
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