amodiaquine   Click here for help

GtoPdb Ligand ID: 10018

Synonyms: Alphaquine® | Amdaquine® | Amoquin® | Camoquin® | Flavoquine®
Approved drug PDB Ligand Antimalarial Ligand
amodiaquine is an approved drug
Compound class: Synthetic organic
Comment: Amodiaquine is a 4-aminoquinoline antimalarial compound related to chloroquine.

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 2
Rotatable bonds 6
Topological polar surface area 48.39
Molecular weight 355.15
XLogP 4.15
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCN(Cc1cc(ccc1O)Nc1ccnc2c1ccc(c2)Cl)CC
Isomeric SMILES CCN(Cc1cc(ccc1O)Nc1ccnc2c1ccc(c2)Cl)CC
InChI InChI=1S/C20H22ClN3O/c1-3-24(4-2)13-14-11-16(6-8-20(14)25)23-18-9-10-22-19-12-15(21)5-7-17(18)19/h5-12,25H,3-4,13H2,1-2H3,(H,22,23)
InChI Key OVCDSSHSILBFBN-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
Approved drug? Yes
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
4-[(7-chloroquinolin-4-yl)amino]-2-(diethylaminomethyl)phenol
International Nonproprietary Names Click here for help
INN number INN
1116 amodiaquine
Synonyms Click here for help
Alphaquine® | Amdaquine® | Amoquin® | Camoquin® | Flavoquine®
Database Links Click here for help
BindingDB Ligand 50041457
CAS Registry No. 86-42-0 (source: PubChem)
ChEMBL Ligand CHEMBL682
DrugBank Ligand DB00613
DrugCentral Ligand 186
GtoPdb PubChem SID 375973208
PubChem CID 2165
RCSB PDB Ligand CQA
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Search UniChem for chemical match using the InChIKey OVCDSSHSILBFBN-UHFFFAOYSA-N
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