QUININE


Synonyms	(8s,9r)-6'-methoxycinchonan-9-ol Chininum purum NSC-192949 Quinine Rezquin WR297608
Status
Molecule Category	Free-form
ATC	P01BC01
UNII	A7V27PHC7A
EPA CompTox	DTXSID0044280


InChI Key	LOUPRKONTZGTKE-WZBLMQSHSA-N
Smiles	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

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

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
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 2D6	-	10-610	-	-	-
Ion channel Voltage-gated ion channel Potassium channels Two-pore domain potassium channel	-	-	-	-	36.9
Ion channel Voltage-gated ion channel Voltage-gated sodium channel	-	-	-	-	69.3
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides	-	-	-	-	-22.9-54
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters	-	-	-	-	60.2

	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Cavia porcellus	-	-	-	-	69.3
Homo sapiens	-	10-610	-	-	-22.9-60.2
Mycobacterium tuberculosis H37Rv	-	-	-	-	95-98
Plasmodium falciparum	110-110	0.7-969	-	-	84
Plasmodium falciparum 3D7	-	18-632.7	-	-	-
Plasmodium falciparum 7G8	-	110-130	-	-	-
Plasmodium falciparum D10	-	40-80	-	-	-
Plasmodium falciparum D6	-	23.38-61.8	-	-	-
Plasmodium falciparum FCR-3/Gambia	-	170-650	-	-	-
Plasmodium falciparum HB3	-	48-236.1	-	-	-
Plasmodium falciparum K1	-	12-276	-	-	-
Plasmodium falciparum NF54	-	180	-	-	-
Plasmodium falciparum VS/1	-	133	-	-	-
Rattus norvegicus	-	94	-	-	-

Header

Compound Name

Maximum Phase

Compound Structure

Smile

Inchi

InchiKey

Compound Properties

Molecular Formula

Molecular Weight

ALogP

PSA

Resources	Reference
ChEBI	15854
ChEMBL	CHEMBL170
DrugBank	DB00468
DrugCentral	4523
FDA SRS	A7V27PHC7A
Human Metabolome Database	HMDB0014611
Guide to Pharmacology	2510
PDB	QI9
PubChem	3034034
SureChEMBL	SCHEMBL27031
ZINC	ZINC000003831404

EcoDrug+ was developed under the PREMIER Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information EcoDrug+ contains.

Elements of EcoDrug+ were developed under the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT Center for Science Ltd is thanked for providing computational resources. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).

Content of EcoDrug+ is provided without guarantee for correctness.

Cite Us:

Ashenafi Legehar, Siobhán Monaghan, Mael Briand, Akseli Niemelä, Leo Ghemtio, Ziaurrehman Tanoli, A Ross Brown, Charles R Tyler, Henri Xhaard, EcoDrug PLUS: an advanced database for drug target conservation analysis and environmental risk assessment, Nucleic Acids Research, 2025, gkaf1251 Read...

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Last update: Monday, 3 November 2025

QUININE

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Physicochemical Descriptors

Pharmacology

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