QUINIDINE

Search structure
Synonyms:
Status: Approved (1950)
Entry Type: Small molecule
Molecule Category: Parent
ATC: C01BA01
UNII: ITX08688JL

Structure
InChI Key LOUPRKONTZGTKE-LHHVKLHASA-N
Smile C=C[C@H]1CN2CC[C@H]1C[C@@H]2[C@@H](O)c1ccnc2ccc(OC)cc12
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C20H24N2O2
Molecular Weight 324.42
AlogP 3.17
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 4.0
Polar Surface Area 45.59
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 24.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2
- - - - 23
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- - - 32000 9
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D1
- 19900 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D18
- 47200 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D2
- 2800 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D3
- 26900 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 2-25100 - 10-80 21-98
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 28000 - - 36
Enzyme Hydrolase
- 1230 - - -
Ion channel Voltage-gated ion channel Potassium channels Two-pore domain potassium channel
- - - - 37
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 300-2670 - - 50-100
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 15600-15600 - - -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- 6900-16600 - - 68
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 63
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC47 family of multidrug and toxin extrusion transporters
- 11200 - - 28
Transporter Electrochemical transporter
- 11200 - -
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 2200-5600 - 2600-5000 21-36
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 45800 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Amyotrophic Lateral Sclerosis 3 D000690 ClinicalTrials
Atrial Fibrillation 3 D001281 ClinicalTrials
Myocardial Infarction 3 D009203 ClinicalTrials
Multiple Sclerosis 3 D009103 ClinicalTrials
Death, Sudden, Cardiac 3 D016757 ClinicalTrials
Ventricular Fibrillation 3 D014693 ClinicalTrials
Depressive Disorder, Major 2 D003865 ClinicalTrials
Depressive Disorder 2 D003866 ClinicalTrials
Migraine Disorders 2 D008881 ClinicalTrials
Hepatitis B, Chronic 1 D019694 ClinicalTrials
Constipation 1 D003248 ClinicalTrials
Non-alcoholic Fatty Liver Disease 1 D065626 ClinicalTrials
Respiratory Syncytial Virus Infections 1 D018357 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt
Salt

Cross References

Resources Reference
CAS NUMBER 56-54-2
ChEBI 28593
ChEMBL CHEMBL1294
DrugBank DB00908
DrugCentral 2346
EPA CompTox DTXSID4023549
FDA SRS ITX08688JL
Human Metabolome Database HMDB0015044
Guide to Pharmacology 2342
PDB QDN
PharmGKB PA451209
PubChem 441074
SureChEMBL SCHEMBL17537608
ZINC ZINC000003831405
CONTENTS