cipargamin

Ligand id: 9721

Name: cipargamin

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 0
Topological polar surface area 56.92
Molecular weight 389.05
XLogP 3.58
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
IUPAC Name
(3R,3'S)-5,7'-dichloro-6'-fluoro-3'-methylspiro[1H-indole-3,1'-2,3,4,9-tetrahydropyrido[3,4-b]indole]-2-one
International Nonproprietary Names
INN number INN
9865 cipargamin
Synonyms
KAE609 | NITD609
Comments
Cipargamin is an antimalarial drug candidate, under clinical development. It is the optimised lead for the spiroindolones, a novel class of compounds identified from a phenotypic screen as having antimalarial activity [2,6] and awarded MMV Project of the Year (2009).
The active enantiomer is shown here, with the 1R,3S configuration essential for antimalarial activity [2].
Cipargamin has potent activity against the asexual blood stages of P. falciparum and P. vivax [2] and potential as a transmission blocking therapy with a study reporting that the drug inhibits gametocytogenesis and blocks P. falciparum transmission to the Anopheles mosquito vector [4].

Potential Target/Mechanism Of Action: A number of studies have investigated the mechanism of action of cipargamin, with evidence from genetic experiments indicating Plasmodium P-type ATPase4 (PfATP4) may be the target [1-2].
Database Links
CAS Registry No. 1193314-23-6 (source: Scifinder)
ChEMBL Ligand CHEMBL1082723
PubChem CID 44469321
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Wikipedia Cipargamin