Ligand chloroquine

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Basic Ligand Information

Molecular Structure
Picture of chloroquine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C18H26ClN3
chloroquine
WHTVZRBIWZFKQO-UHFFFAOYSA-N
Synonyms:
Chloroquin, chloroquine[side 1], chloroquine[side 2], N4-(7-chloroquinolin-4-yl)-N1,N1-diethylpentame-1,4-diamine, N4-(7-chloroquinolin-4-yl)-N1,N1-diethylpentane-1,4-diamine, NSC187208

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ATP + H2O + chloroquine[side 1] = ADP + phosphate + chloroquine[side 2]
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ATP + H2O + chloroquine[side 1] = ADP + phosphate + chloroquine[side 2]
show the reaction diagram
-
-

Activator in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activation
-
at 0.13 mM
-

Inhibitor in Enzyme-catalyzed Reactions (43 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
inhibits reaction with coenzyme Q1, no inhibition of the reaction with 2,6-dichloroindophenol
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potent inhibitor of isozymes GDH1 and GDH2 at a dose-dependent manner, the inhibitory effect of chloroquine on GDH2 is abolished by the presence of ADP and L-leucine, whereas GTP does not change the sensitivity to chloroquine inhibition, shows a non-competitive inhibition against 2-oxoglutarate and an uncompetitive inhibition against NADH
-
about 40% inhibition at 1 mM
-
90% inhibition at 30 mM
-
mixed type, 33% inhibition at 0.022 mM, 67% inhibition at 0.193 mM
-
inhibits the hydrolysis and leads to accumulation of lipid cysteine thioesters in the lysosomes of treated cells
-
diphosphate salt, 50% inhibition at 5 mM
-
1 mM, 70% inhibition
-
5 mM, 79% inhibition
-
weakly affects proprotein convertase activity and E3E2 processing. Additive inhibitory effect of chloroquine and decanoyl-RVKR-chloromethyl ketone on viral infection
-
chloroquine inhibits the infection with live Nipah virus and Hendra virus at a concentration of 1 microM in vitro. The mechanism for the antiviral action likely is the inhibition of cathepsin L, which is essential for the processing of the viral fusion glycoprotein and the maturation of newly budding virions
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inhibits arginase in a dose-dependent manner, and displays a linear competitive inhibition on sickle erythrocyte arginase
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0.1 mM, 24% inhibition
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3D Structure of Enzyme-Ligand-Complex (PDB) (2 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

Ki Value (4 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.00061
-
-
5
-
diphosphate salt

IC50 Value (14 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
5.5
-
IC50: 5.5 mM
0.0015
-
in 50 mM phosphate buffer at pH 7.4, at 37°C
0.0000087
-
control
0.000013
-
inhibition of strains NF54 as measured by red blood cell assay
0.01
-
pH 5.2, 37°C

References & Links

Links to other databases for chloroquine

ChEBI
PubChem
ChEBI
PubChem