proguanil   Click here for help

GtoPdb Ligand ID: 9676

Synonyms: Bigumal® | chloroguanide | Paludrine®
Approved drug PDB Ligand Antimalarial Ligand
proguanil is an approved drug (FDA (2000) in combination with atovaquone)
Compound class: Synthetic organic
Comment: Proguanil is a biguanide derivative that, once administered, is converted to the active metabolite cycloguanil. It is an antimalarial drug, used in combination with atovaquone or with chloroquine.
The marketed formulations contain proguanil hydrochloride (PubChem CID 9570076).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 4
Topological polar surface area 88.79
Molecular weight 253.11
XLogP 1.84
No. Lipinski's rules broken 0
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Canonical SMILES CC(N=C(/N=C(/Nc1ccc(cc1)Cl)\N)N)C
Isomeric SMILES CC(N=C(/N=C(/Nc1ccc(cc1)Cl)\N)N)C
InChI InChI=1S/C11H16ClN5/c1-7(2)15-10(13)17-11(14)16-9-5-3-8(12)4-6-9/h3-7H,1-2H3,(H5,13,14,15,16,17)
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
Approved drug? Yes (FDA (2000) in combination with atovaquone)
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
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IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
418 proguanil
Synonyms Click here for help
Bigumal® | chloroguanide | Paludrine®
Database Links Click here for help
CAS Registry No. 500-92-5 (source: Scifinder)
ChEMBL Ligand CHEMBL1377
DrugBank Ligand DB01131
DrugCentral Ligand 2282
GtoPdb PubChem SID 348353635
PubChem CID 6178111
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Wikipedia Proguanil