compound 11c [PMID: 30613327]   Click here for help

GtoPdb Ligand ID: 11263

PDB Ligand Antimalarial Ligand
Compound class: Synthetic organic
Comment: Compound 11c has been identified as a representative analogue for the 2-pyrazolyl quinolone series of antimalarial compounds [1].

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 69.14
Molecular weight 429.13
XLogP 6.26
No. Lipinski's rules broken 1
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Canonical SMILES COc1ccc2c(c1)[nH]c(c(c2=O)C)c1cnn(c1)Cc1ccc(cc1)OC(F)(F)F
Isomeric SMILES COc1ccc2c(c1)[nH]c(c(c2=O)C)c1cnn(c1)Cc1ccc(cc1)OC(F)(F)F
InChI InChI=1S/C22H18F3N3O3/c1-13-20(27-19-9-17(30-2)7-8-18(19)21(13)29)15-10-26-28(12-15)11-14-3-5-16(6-4-14)31-22(23,24)25/h3-10,12H,11H2,1-2H3,(H,27,29)
1. Hong WD, Leung SC, Amporndanai K, Davies J, Priestley RS, Nixon GL, Berry NG, Hasnain SS, Antonyuk S, Ward SA et al.. (2018)
Potent Antimalarial 2-Pyrazolyl Quinolone bc1 (Qi) Inhibitors with Improved Drug-like Properties.
ACS Med Chem Lett, 9 (12): 1205-1210. [PMID:30613327]
2. O'Neill P, Biagini G, Ward SA, Berry NG, Nixon G, Amewu RK, Pidathala C, Hong WD, Gibbons P, Leung SC, Pacorel B, Sharma R, Lawrenson AS, Shone AE, Srivastava A, Warman AJ. (2012)
Antimalarial compounds.
Patent number: WO2012069856A1. Assignee: Liverpool School of Tropical Medicine. Priority date: 26/11/2010. Publication date: 31/05/2012.