mepacrine

Ligand id: 10172

Name: mepacrine

Structure and Physico-chemical Properties

2D Structure
Click here for structure editor
Calculated Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 9
Topological polar surface area 37.39
Molecular weight 399.21
XLogP 5.54
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Ligand families/groups Antimalarial ligands
IUPAC Name
N'-(6-chloro-2-methoxyacridin-9-yl)-N,N-diethylpentane-1,4-diamine
International Nonproprietary Names
INN number INN
396 mepacrine
Synonyms
Atabrine® | quinacrine
Comments
Mepacrine is an acridine derivative with antiprotozoal activity. Historically used as an antimalarial drug it is now used off-license as an immunomodulatory agent.

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
Database Links
CAS Registry No. 83-89-6 (source: Scifinder)
ChEBI CHEBI:8711
ChEMBL Ligand CHEMBL7568
DrugBank Ligand DB01103
GtoPdb PubChem SID 381118882
PubChem CID 237
RCSB PDB Ligand QUN
Search Google for chemical match using the InChIKey GPKJTRJOBQGKQK-UHFFFAOYSA-N
Search Google for chemicals with the same backbone GPKJTRJOBQGKQK
Search PubMed clinical trials mepacrine
Search PubMed titles mepacrine
Search PubMed titles/abstracts mepacrine
Search UniChem for chemical match using the InChIKey GPKJTRJOBQGKQK-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone GPKJTRJOBQGKQK
Wikipedia Mepacrine