QUININE

Search structure
Synonyms:
Status: Approved (2005)
Entry Type: Small molecule
Molecule Category: Parent
ATC: P01BC01
UNII: A7V27PHC7A

Structure
InChI Key LOUPRKONTZGTKE-WZBLMQSHSA-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 2 Cytochrome P450 family 2D Cytochrome P450 2D1
- 46500 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D18
- 1700 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D2
- 94 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D3
- 12000 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 10-1800 - 4600-21000 -
Ion channel Voltage-gated ion channel Potassium channels Two-pore domain potassium channel
- - - - 37
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- 4400 - - 69
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
- 51600 - - 60
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 1700 - 12000 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Malaria 4 D008288 ClinicalTrials
Malaria, Falciparum 3 D016778 ClinicalTrials
Chronic Pain 2 D059350 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt
Salt

Cross References

Resources Reference
CAS NUMBER 130-95-0
ChEBI 15854
ChEMBL CHEMBL170
DrugBank DB00468
DrugCentral 4523
EPA CompTox DTXSID0044280
FDA SRS A7V27PHC7A
Human Metabolome Database HMDB0014611
Guide to Pharmacology 2510
PDB QI9
PubChem 3034034
SureChEMBL SCHEMBL27031
ZINC ZINC000003831404
CONTENTS