QUININE HYDROCHLORIDE

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Search structure


Synonyms	Anhydrous quinine hydrochloride Chininum muriaticum FEMA NO. 2976 FEMA NO. 2976, DIHYDRATE- Quinine hcl Quinine hydrochloride Quinine hydrochloride anhydrous Quinine hydrochloride dihydrate Quinine hydrochloride hydrate Quinine monohydrochloride Quinine muriate Quinini hydrochloridum
Status
Molecule Category	Salt-form
UNII	7CS0WNO31M
EPA CompTox	DTXSID7044213
Parent Compound:	QUININE


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	LBSFSRMTJJPTCW-DSXUQNDKSA-N
Smiles	C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@H](O)c1ccnc2ccc(OC)cc12.Cl
InChI	InChI=1S/C20H24N2O2.ClH/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;1H/t13-,14-,19-,20+;/m0./s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C20H25ClN2O2
Molecular Weight	360.89
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

Assay Description	Organism	Bioactivity	Reference
Growth inhibition after 72 hrs of Plasmodium falciparum 3D7 by SYBR green assay	Plasmodium falciparum	6.9 nM
Growth inhibition after 72 hrs of Plasmodium falciparum 3D7 by HRPII ELISA	Plasmodium falciparum	5.9 nM
Growth inhibition after 72 hrs of Plasmodium falciparum D6 by SYBR green I assay	Plasmodium falciparum	6.6 nM
Growth inhibition after 72 hrs of Plasmodium falciparum D6 by HRPII ELISA	Plasmodium falciparum	6.7 nM
Growth inhibition after 72 hrs of Plasmodium falciparum W2 by SYBR green I assay	Plasmodium falciparum	22.2 nM
Growth inhibition after 72 hrs of Plasmodium falciparum W2 by HRPII ELISA	Plasmodium falciparum	15.1 nM
GSK_TCMDC: Inhibition of Plasmodium falciparum 3D7 in whole red blood cells, using parasite LDH activity as an index of growth. Test compounds present at 2uM	Plasmodium falciparum	99.0 %		GSK_TCMDC: Inhibition of Plasmodium falciparum 3D7 in whole red blood cells, using parasite LDH activity as an index of growth. Test compounds present at 2uM	Plasmodium falciparum	100.0 %
GSK_TCMDC: Inhibition of Plasmodium falciparum Dd2 in whole red blood cells, using parasite LDH activity as an index of growth. Test compounds present at 2uM	Plasmodium falciparum	79.0 %		GSK_TCMDC: Inhibition of Plasmodium falciparum Dd2 in whole red blood cells, using parasite LDH activity as an index of growth. Test compounds present at 2uM	Plasmodium falciparum	99.0 %
GSK_TCMDC: Inhibition of Plasmodium falciparum 3D7 LDH activity, using an LDH reporter assay. Test compounds present at 2uM	Plasmodium falciparum	0.0 %		GSK_TCMDC: Inhibition of Plasmodium falciparum 3D7 LDH activity, using an LDH reporter assay. Test compounds present at 2uM	Plasmodium falciparum	0.0 %
GSK_TCMDC: Percent inhibition of human HepG2 cell line. Test compounds present at 10uM.	Homo sapiens	13.0 %		GSK_TCMDC: Percent inhibition of human HepG2 cell line. Test compounds present at 10uM.	Homo sapiens	0.0 %
Antiplasmodial activity against Plasmodium falciparum harboring K1 allele group of msp1, 3D7 allele group of msp2 gene and 94 bp of 7A11, 196bp of C4M79 and 336bp of C4M69 locus measured on day 23 by [3H]hypoxanthine incorporation assay	Plasmodium falciparum	652.0 nM
Inhibition of electric eel AChE at 2 mg/ml by Ellman's method	Electrophorus electricus	15.78 %
Inhibition of horse BChE at 2 mg/ml by Ellman's method	Equus caballus	24.7 %
ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmGLUT1 that are glucose transport deficient and complemented with the human glucose transporter GLUT1. Activity is measured by DNA content using SYBR green in vitro	Leishmania mexicana	7.23 %		ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmGLUT1 that are glucose transport deficient and complemented with the human glucose transporter GLUT1. Activity is measured by DNA content using SYBR green in vitro	Leishmania mexicana	0.77 %
ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmPfHT that are glucose transport deficient and complemented with the Plasmodium falciparum hexose transporter. Activity is measured by by DNA content using SYBR green in vitro	Leishmania mexicana	6.11 %		ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmPfHT that are glucose transport deficient and complemented with the Plasmodium falciparum hexose transporter. Activity is measured by by DNA content using SYBR green in vitro	Leishmania mexicana	2.26 %
ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmGT2 that are glucose transport deficient and complemented with the L. Mexicana glucose transporter 2. Activity is measured by by DNA content using SYBR green in vitro	Leishmania mexicana	-0.01 %		ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmGT2 that are glucose transport deficient and complemented with the L. Mexicana glucose transporter 2. Activity is measured by by DNA content using SYBR green in vitro	Leishmania mexicana	5.72 %

Cross References

Resources	Reference
ChEMBL	CHEMBL588046
FDA SRS	7CS0WNO31M
PubChem	16211283
SureChEMBL	SCHEMBL184367

CONTENTS

PREMIER has received funding from the 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 this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).