chloroquine

Ligand id: 5535

Name: chloroquine

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 28.16
Molecular weight 319.18
XLogP 4.15
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1949))
IUPAC Name
N'-(7-chloroquinolin-4-yl)-N,N-diethylpentane-1,4-diamine
International Nonproprietary Names
INN number INN
386 chloroquine
Synonyms
Aralen® | chloraquine | Malaquin®
Database Links
BitterDB Ligand 87
CAS Registry No. 54-05-7 (source: Scifinder)
ChEBI CHEBI:3638
ChEMBL Ligand CHEMBL76
DrugBank Ligand DB00608
GtoPdb PubChem SID 178102177
PubChem CID 2719
Search Google for chemical match using the InChIKey WHTVZRBIWZFKQO-UHFFFAOYSA-N
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Wikipedia Chloroquine
Comments
Chloroquine is primarily an antimalarial drug. In humans chloroquine inhibits thiamine uptake acting specifically on thiamine transporter 2 (SLC19A3). Other uses of chloroquine include treatment of autoimmune disorders (rheumatoid arthritis and lupus erythematosus), as an antiretroviral (HIV-1/AIDS and chikungunya fever) and as a radiosensitizing/chemosensitizing agent benefitting cancer therapies.
Marketed formulations may contain chloroquine phosphate (PubChem CID 64927).
Chloroquine is one of the antimalarials listed in the WHO 20th Essential Medicines List (2017).