quinidine

Ligand id: 2342

Name: quinidine

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 45.59
Molecular weight 324.18
XLogP 2.6
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Natural product or derivative
Ligand families/groups Antimalarial ligands
Approved drug? Yes (FDA (1950))
IUPAC Name
(S)-[(4S,5R,7R)-5-ethenyl-1-azabicyclo[2.2.2]octan-7-yl]-(6-methoxyquinolin-4-yl)methanol
Synonyms
Quinaglute® | Quinidex® | quinidine hydrochloride
Comments
Quinidine is a stereoisomer of quinine. It acts as a class I antiarrhythmic agent, blocking the fast inward sodium current (INa).

The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY.
Database Links
BindingDB Ligand 50121975
CAS Registry No. 56-54-2 (source: Scifinder)
ChEBI CHEBI:127150
ChEMBL Ligand CHEMBL1294
DrugBank Ligand DB00908
GtoPdb PubChem SID 135650872
PubChem CID 441074
RCSB PDB Ligand QDN
Search Google for chemical match using the InChIKey LOUPRKONTZGTKE-LHHVKLHASA-N
Search Google for chemicals with the same backbone LOUPRKONTZGTKE
Search UniChem for chemical match using the InChIKey LOUPRKONTZGTKE-LHHVKLHASA-N
Search UniChem for chemicals with the same backbone LOUPRKONTZGTKE
Wikipedia Quinidine