quinidine   Click here for help

GtoPdb Ligand ID: 2342

Synonyms: Quinaglute® | Quinidex® | quinidine hydrochloride
Approved drug PDB Ligand Antimalarial Ligand
quinidine is an approved drug (FDA (1950))
Compound class: Natural product
Comment: 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.
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2D Structure
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Physico-chemical Properties
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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
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Canonical SMILES C=CC1CN2CCC1CC2C(c1ccnc2c1cc(OC)cc2)O
Isomeric SMILES C=C[C@H]1CN2CC[C@H]1C[C@@H]2[C@H](c1ccnc2c1cc(OC)cc2)O
InChI InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19+,20-/m0/s1
Classification Click here for help
Compound class Natural product
Ligand families/groups Antimalarial ligands
Approved drug? Yes (FDA (1950))
IUPAC Name Click here for help
Synonyms Click here for help
Quinaglute® | Quinidex® | quinidine hydrochloride
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9612158
Reactome Reaction Reactome logo R-HSA-5625574, R-HSA-597628
Other databases
BindingDB Ligand 50121975
CAS Registry No. 56-54-2 (source: Scifinder)
ChEBI CHEBI:127150
ChEMBL Ligand CHEMBL1294
DrugBank Ligand DB00908
DrugCentral Ligand 2346
GtoPdb PubChem SID 135650872
PubChem CID 441074
Search Google for chemical match using the InChIKey LOUPRKONTZGTKE-LHHVKLHASA-N
Search Google for chemicals with the same backbone LOUPRKONTZGTKE
UniChem Compound Search for chemical match using the InChIKey LOUPRKONTZGTKE-LHHVKLHASA-N
UniChem Connectivity Search for chemical match using the InChIKey LOUPRKONTZGTKE-LHHVKLHASA-N
Wikipedia Quinidine