compound 27 [PMID: 32945666]   Click here for help

GtoPdb Ligand ID: 11294

Antimalarial Ligand
Compound class: Synthetic organic
Comment: Compound 27 is the most potent hit from a series of pyrazolo[3,4-b]pyridines compounds with dual-stage antimalarial activity [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 3
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 74.21
Molecular weight 458.21
XLogP 8.28
No. Lipinski's rules broken 1
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Canonical SMILES N#Cc1c(nc2c(c1c1ccccc1O)c(C)nn2c1ccccc1)c1ccc(cc1)C(C)(C)C
Isomeric SMILES N#Cc1c(nc2c(c1c1ccccc1O)c(C)nn2c1ccccc1)c1ccc(cc1)C(C)(C)C
InChI InChI=1S/C30H26N4O/c1-19-26-27(23-12-8-9-13-25(23)35)24(18-31)28(20-14-16-21(17-15-20)30(2,3)4)32-29(26)34(33-19)22-10-6-5-7-11-22/h5-17,35H,1-4H3
1. Eagon S, Hammill JT, Sigal M, Ahn KJ, Tryhorn JE, Koch G, Belanger B, Chaplan CA, Loop L, Kashtanova AS et al.. (2020)
Synthesis and Structure-Activity Relationship of Dual-Stage Antimalarial Pyrazolo[3,4-b]pyridines.
J Med Chem, 63 (20): 11902-11919. [PMID:32945666]