quinine

Ligand id: 2510

Name: quinine

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 2.66
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Natural product or derivative
Approved drug? Yes (FDA (2005, as quinine sulfate, previous history unspecified))
IUPAC Name
(R)-[(4S,5R,7S)-5-ethenyl-1-azabicyclo[2.2.2]octan-7-yl]-(6-methoxyquinolin-4-yl)methanol
Synonyms
GNF-Pf-506 | Qualaquin® | Quinate® | quinine bisulphate | quinine sulfate
Database Links
BitterDB Ligand 38
CAS Registry No. 130-95-0
ChEBI CHEBI:15854
ChEMBL Ligand CHEMBL170
DrugBank Ligand DB00468
GtoPdb PubChem SID 135652709
PubChem CID 3034034
RCSB PDB Ligand QI9
Search Google for chemical match using the InChIKey LOUPRKONTZGTKE-WZBLMQSHSA-N
Search Google for chemicals with the same backbone LOUPRKONTZGTKE
Search UniChem for chemical match using the InChIKey LOUPRKONTZGTKE-WZBLMQSHSA-N
Search UniChem for chemicals with the same backbone LOUPRKONTZGTKE
Wikipedia Quinine
Comments
Extracted from the bark of the cinchona tree, quinine has also been synthesised in the laboratory.
Quinine is one of the key antimalarial drugs listed in the WHO 20th Essential Medicines List (2017).