cycloguanil   Click here for help

GtoPdb Ligand ID: 10027

PDB Ligand Antimalarial Ligand
Compound class: Synthetic organic
Comment: Cycloguanil is an antifolate compound and a metabolite of the antimalarial drug proguanil.
The INN-assigned compound is formulated with pamoic acid.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 80
Molecular weight 251.09
XLogP 2.13
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES Clc1ccc(cc1)N1C(=NC(=NC1(C)C)N)N
Isomeric SMILES Clc1ccc(cc1)N1C(=NC(=NC1(C)C)N)N
InChI InChI=1S/C11H14ClN5/c1-11(2)16-9(13)15-10(14)17(11)8-5-3-7(12)4-6-8/h3-6H,1-2H3,(H4,13,14,15,16)
1. Delves M, Plouffe D, Scheurer C, Meister S, Wittlin S, Winzeler EA, Sinden RE, Leroy D. (2012)
The activities of current antimalarial drugs on the life cycle stages of Plasmodium: a comparative study with human and rodent parasites.
PLoS Med, 9 (2): e1001169. [PMID:22363211]