Molecule Details
InChIKeyLOUPRKONTZGTKE-LHHVKLHASA-N
Compound NameQuinidine
Canonical SMILESC=C[C@H]1CN2CC[C@H]1C[C@@H]2[C@@H](O)c1ccnc2ccc(OC)cc12
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)3
Pfam Stratification Cross-Family
Avg pChEMBL6.76
SourceChEMBL;BindingDB
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB00908
Drug NameQuinidine
CAS Number56-54-2
Groups approved
ATC Codes C01BA01 C01BA51 C01BA71
DescriptionQuinidine is a D-isomer of [quinine] present in the bark of the Cinchona tree and similar plant species. This alkaloid was first described in 1848 and has a long history as an antiarrhythmic medication.[A38016,A250050] Quinidine is considered the first antiarrhythmic drug (class Ia) and is moderatel...

Categories: Adrenergic Agents Adrenergic Antagonists Adrenergic alpha-1 Receptor Antagonists Adrenergic alpha-Antagonists Agents producing tachycardia Agents that produce hypertension Agents that produce neuromuscular block (indirect) Agents that reduce seizure threshold Alkaloids Anti-Infective Agents Antiarrhythmic agents Antiarrhythmics, Class I Antiarrhythmics, Class Ia Anticholinergic Agents Antimalarials Antiparasitic Agents Antiprotozoals BSEP/ABCB11 Inhibitors Biological Products Biopolymers Carbohydrates Cardiac Therapy Cardiovascular Agents Cholinergic Agents Cinchona Alkaloids Complex Mixtures Compounds used in a research, industrial, or household setting Cytochrome P-450 CYP1A2 Inhibitors Cytochrome P-450 CYP1A2 Inhibitors (strong) Cytochrome P-450 CYP2B6 Inhibitors Cytochrome P-450 CYP2B6 Inhibitors (strength unknown) Cytochrome P-450 CYP2C8 Inducers Cytochrome P-450 CYP2C8 Inducers (weak) Cytochrome P-450 CYP2C8 Inhibitors Cytochrome P-450 CYP2C8 Inhibitors (weak) Cytochrome P-450 CYP2C9 Inhibitors Cytochrome P-450 CYP2C9 Inhibitors (moderate) Cytochrome P-450 CYP2C9 Substrates Cytochrome P-450 CYP2C9 Substrates with a Narrow Therapeutic Index Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (strong) Cytochrome P-450 CYP2E1 Substrates Cytochrome P-450 CYP2E1 Substrates with a Narrow Therapeutic Index Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (weak) Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 CYP3A4 Substrates with a Narrow Therapeutic Index Cytochrome P-450 CYP3A7 Substrates Cytochrome P-450 CYP3A7 Substrates with a Narrow Therapeutic Index Cytochrome P-450 Enzyme Inducers Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Drugs causing inadvertant photosensitivity Drugs that are Mainly Renally Excreted Drugs that are Mainly Renally Excreted with a Narrow Therapeutic Index Enzyme Inhibitors Heterocyclic Compounds, Fused-Ring Highest Risk QTc-Prolonging Agents Macromolecular Substances Membrane Transport Modulators Muscarinic Antagonists Narrow Therapeutic Index Drugs Negative Inotrope Neurotransmitter Agents OAT3/SLC22A8 Inhibitors OATP1B1/SLCO1B1 Inhibitors OCT1 inhibitors OCT2 Inhibitors P-glycoprotein inhibitors P-glycoprotein substrates P-glycoprotein substrates with a Narrow Therapeutic Index Pharmaceutical Preparations Photosensitizing Agents Plant Extracts Plant Preparations Polymers Polysaccharides QTc Prolonging Agents Quinolines Quinuclidines Sodium Channel Blockers Voltage-Gated Sodium Channel Blockers
Cross-references: BindingDB: 50121975 ChEBI: 28593 CHEMBL1294 ChemSpider: 389880 Drugs Product Database (DPD): 6714 Guide to Pharmacology: 2342 IUPHAR: 2342 C06527 D08458 PDB: QDN PharmGKB: PA451209 PubChem:441074 PubChem:46505356 RxCUI: 9068 Therapeutic Targets Database: DAP000515 Wikipedia: Quinidine ZINC: ZINC000003831405
Target Activities (3)
Target Gene Organism Category Pfam pChEMBL Type Source
P10635 CYP2D6 Homo sapiens Human PF00067 7.4 IC50 ChEMBL;BindingDB
Q12809 KCNH2 Homo sapiens Human PF00027 PF00520 PF13426 6.5 IC50 ChEMBL;BindingDB
P08183 ABCB1 Homo sapiens Human PF00664 PF00005 6.4 Ki ChEMBL;BindingDB
DrugBank Target Actions (31)
Target Gene Target Name Action Type
P02763 P02763 Alpha-1-acid glycoprotein 1 binder carriers
P02768 ALB Albumin binder carriers
P04798 CYP1A1 Cytochrome P450 1A1 inhibitor enzymes
P05177 CYP1A2 Cytochrome P450 1A2 inhibitor enzymes
P08684 CYP3A4 Cytochrome P450 3A4 inhibitor enzymes
P10632 CYP2C8 Cytochrome P450 2C8 inhibitor enzymes
P10635 CYP2D6 Cytochrome P450 2D6 inhibitor enzymes
P11712 CYP2C9 Cytochrome P450 2C9 inhibitor enzymes
P20813 CYP2B6 Cytochrome P450 2B6 inhibitor enzymes
P05181 CYP2E1 Cytochrome P450 2E1 substrate enzymes
P08684 CYP3A4 Cytochrome P450 3A4 substrate enzymes
P11712 CYP2C9 Cytochrome P450 2C9 substrate enzymes
P24462 CYP3A7 Cytochrome P450 3A7 substrate enzymes
P25100 ADRA1D Alpha-1D adrenergic receptor antagonist targets
P35348 ADRA1A Alpha-1A adrenergic receptor antagonist targets
P35368 ADRA1B Alpha-1B adrenergic receptor antagonist targets
O00180 O00180 Potassium channel subfamily K member 1 inhibitor targets
Q12809 KCNH2 Voltage-gated inwardly rectifying potassium channel KCNH2 inhibitor targets
Q14524 SCN5A Sodium channel protein type 5 subunit alpha inhibitor targets
Q9Y257 Q9Y257 Potassium channel subfamily K member 6 inhibitor targets
O15244 SLC22A2 Solute carrier family 22 member 2 inhibitor transporters
O15245 SLC22A1 Solute carrier family 22 member 1 inhibitor transporters
O76082 O76082 Organic cation/carnitine transporter 2 inhibitor transporters
O95342 ABCB11 Bile salt export pump inhibitor transporters
P08183 ABCB1 ATP-dependent translocase ABCB1 inhibitor transporters
P46721 P46721 Solute carrier organic anion transporter family member 1A2 inhibitor transporters
Q8TCC7 SLC22A8 Organic anion transporter 3 inhibitor transporters
Q92887 ABCC2 ATP-binding cassette sub-family C member 2 inhibitor transporters
Q9H015 Q9H015 Solute carrier family 22 member 4 inhibitor transporters
Q9Y6L6 SLCO1B1 Solute carrier organic anion transporter family member 1B1 inhibitor transporters
P08183 ABCB1 ATP-dependent translocase ABCB1 substrate transporters