ELQ-300

Ligand id: 10021

Name: ELQ-300

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 56.79
Molecular weight 475.08
XLogP 6.7
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
IUPAC Name
6-chloro-7-methoxy-2-methyl-3-[4-[4-(trifluoromethoxy)phenoxy]phenyl]-1H-quinolin-4-one
Synonyms
ELQ300
Comments
ELQ-300 is an orally active, 4(1H)-quinolone-based inhibitor of the malarial mitochondrial cytochrome bc1 complex [2]. Structurally it is a derivative of endochin (PubChem CID 100474), which has potent antiplasmodial activity, but is highly metabolically unstable in mammals [1,3]. Endochin blocks respiration in Plasmodium-infected red blood cells [3], and this mechanism of action was expoited for the development of novel 4(1H)-quinolone derivatives such as ELQ-300. ELQ-300 was tested in preclinical experiments and was found to be active against P. falciparum and P. vivax at all of the parasite life cycle stages that are important for the transmission of malaria.

Potential Target/Mechanism Of Action: ELQ-300 is an inhibitor of the malarial mitochondrial cytochrome bc1 complex that is active in vitro and in in vivo models of parasite transmission, which suggests that it has potential for both the treatment and prevention of malaria.
Database Links
CAS Registry No. 1354745-52-0 (source: PubChem)
ChEMBL Ligand CHEMBL2431810
GtoPdb PubChem SID 375973211
PubChem CID 67016608
Search Google for chemical match using the InChIKey WZDNKHCQIZRDKW-UHFFFAOYSA-N
Search Google for chemicals with the same backbone WZDNKHCQIZRDKW
Search UniChem for chemical match using the InChIKey WZDNKHCQIZRDKW-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone WZDNKHCQIZRDKW