compound 24 [PMID: 32959656]   Click here for help

GtoPdb Ligand ID: 11319

Antimalarial Ligand
Compound class: Synthetic organic
Comment: Compound 24 is the lead identified in a medicinal chemistry study of the 6-Chloro-2-arylvinylquinolines, a noval class of small molecules with promising antimalarial activity [1].

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 28.16
Molecular weight 419.14
XLogP 5.47
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CN(CCNc1cc(/C=C/c2ccc(cc2)C(F)(F)F)nc2c1cc(Cl)cc2)C
Isomeric SMILES CN(CCNc1cc(/C=C/c2ccc(cc2)C(F)(F)F)nc2c1cc(Cl)cc2)C
InChI InChI=1S/C22H21ClF3N3/c1-29(2)12-11-27-21-14-18(28-20-10-8-17(23)13-19(20)21)9-5-15-3-6-16(7-4-15)22(24,25)26/h3-10,13-14H,11-12H2,1-2H3,(H,27,28)/b9-5+
InChI Key AOIUKRJIEYZLAU-WEVVVXLNSA-N
References
1. Huang G, Murillo Solano C, Melendez J, Shaw J, Collins J, Banks R, Arshadi AK, Boonhok R, Min H, Miao J et al.. (2020)
Synthesis, Structure-Activity Relationship, and Antimalarial Efficacy of 6-Chloro-2-arylvinylquinolines.
J Med Chem, 63 (20): 11756-11785. [PMID:32959656]