amodiaquine   

GtoPdb Ligand ID: 10018

Synonyms: Alphaquine® | Amdaquine® | Amoquin® | Camoquin® | Flavoquine®
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.
2D Structure
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Physico-chemical Properties
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
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
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
4-[(7-chloroquinolin-4-yl)amino]-2-(diethylaminomethyl)phenol
International Nonproprietary Names
INN number INN
1116 amodiaquine
Synonyms
Alphaquine® | Amdaquine® | Amoquin® | Camoquin® | Flavoquine®
Comments
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.
Database Links
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
Search UniChem for chemicals with the same backbone OVCDSSHSILBFBN