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Literature summary extracted from

  • Parveen, S.; Khan, M.O.; Austin, S.E.; Croft, S.L.; Yardley, V.; Rock, P.; Douglas, K.T.
    Antitrypanosomal, antileishmanial, and antimalarial activities of quaternary arylalkylammonium 2-amino-4-chlorophenyl phenyl sulfides, a new class of trypanothione reductase inhibitor, and of N-acyl derivatives of 2-amino-4-chlorophenyl phenyl sulfide (2005), J. Med. Chem., 48, 8087-8097.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.8.1.12 2-amino-4-chlorophenyl phenyl sulfide weak inhibitor Trypanosoma cruzi
1.8.1.12 3',4'-dichlorobenzyl-[5-chloro-2-(phenylsulfanylphenylamino)-propyl]-dimethylammonium chloride
-
Trypanosoma cruzi
1.8.1.12 3,3'-[butane-1,4-diylbis[(3-aminopropyl)imino]]bis(N-[5-chloro-2-[(4-methoxyphenyl)sulfanyl]phenyl]propanamide) IC50: 0.0003 mM Trypanosoma cruzi
1.8.1.12 3,4-dichloro-N-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-N,N-dimethylanilinium
-
Trypanosoma cruzi
1.8.1.12 3,4-dichloro-N-[3-([2-[(4-chlorophenyl)sulfanyl]phenyl]amino)propyl]-N,N-dimethylanilinium
-
Trypanosoma cruzi
1.8.1.12 3-Chloro-5-(3-(dimethylamino)propyl)-10,11-dihydro-5H-dibenz(b,f)azepine
-
Trypanosoma cruzi
1.8.1.12 4-(benzyloxy)-N-[3-([2-[(4-chlorophenyl)sulfanyl]phenyl]amino)propyl]-N,N-dimethylanilinium
-
Trypanosoma cruzi
1.8.1.12 5-chloro-N-[3-(4-methylpiperazin-1-yl)propyl]-2-(phenylsulfanyl)aniline
-
Trypanosoma cruzi
1.8.1.12 amitryptyline
-
Trypanosoma cruzi
1.8.1.12 chlorpromazine
-
Trypanosoma cruzi
1.8.1.12 N'-[5-chloro-2-(phenylsulfanyl)phenyl]-N,N-dimethylpropane-1,3-diamine
-
Trypanosoma cruzi
1.8.1.12 N-(3-chlorophenyl)-N',N'-dimethyl-N-phenylpropane-1,3-diamine
-
Trypanosoma cruzi
1.8.1.12 N-[2-[(4-chlorophenyl)sulfanyl]phenyl]-2-phenylacetamide IC50: 0.0368 mM Trypanosoma cruzi
1.8.1.12 N-[2-[(4-chlorophenyl)sulfanyl]phenyl]-4-nitrobenzamide IC50: 0.0445 mM Trypanosoma cruzi
1.8.1.12 N-[2-[(4-chlorophenyl)sulfanyl]phenyl]benzamide IC50: 0.0496 mM Trypanosoma cruzi
1.8.1.12 N-[2-[(4-chlorophenyl)sulfanyl]phenyl]butanamide IC50: 0.0305 mM Trypanosoma cruzi
1.8.1.12 N-[2-[(4-chlorophenyl)sulfanyl]phenyl]propanamide IC50: 0.0316 mM Trypanosoma cruzi
1.8.1.12 N-[3-([2-[(4-chlorophenyl)sulfanyl]phenyl]amino)propyl]-4-(diphenylmethoxy)-N,N-dimethylanilinium
-
Trypanosoma cruzi
1.8.1.12 N-[3-([2-[(4-chlorophenyl)sulfanyl]phenyl]amino)propyl]-N,N-dimethylanilinium
-
Trypanosoma cruzi
1.8.1.12 promazine
-
Trypanosoma cruzi
1.8.1.12 Trifluperazine
-
Trypanosoma cruzi

Organism

EC Number Organism UniProt Comment Textmining
1.8.1.12 Trypanosoma cruzi
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.8.1.12 trypanothione disulfide + NADPH
-
Trypanosoma cruzi trypanothione + NADP+
-
?

Synonyms

EC Number Synonyms Comment Organism
1.8.1.12 TR
-
Trypanosoma cruzi
1.8.1.12 trypanothione reductase
-
Trypanosoma cruzi

Cofactor

EC Number Cofactor Comment Organism Structure
1.8.1.12 NADPH
-
Trypanosoma cruzi

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.8.1.12 0.00044
-
3,4-dichloro-N-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-N,N-dimethylanilinium 0.0008 mM, at pH 7.25, 25°C in 0.02 M HEPES buffer containing 0.15 M KCl, 1 mM EDTA, 0.1 mM NADPH Trypanosoma cruzi
1.8.1.12 0.00169
-
3,4-dichloro-N-[3-([2-[(4-chlorophenyl)sulfanyl]phenyl]amino)propyl]-N,N-dimethylanilinium at pH 7.25, 25°C in 0.02 M HEPES buffer containing 0.15 M KCl, 1 mM EDTA, 0.1 mM NADPH Trypanosoma cruzi
1.8.1.12 0.0017
-
3',4'-dichlorobenzyl-[5-chloro-2-(phenylsulfanylphenylamino)-propyl]-dimethylammonium chloride at pH 7.25, 25°C in 0.02 M HEPES buffer containing 0.15 M KCl, 1 mM EDTA, 0.1 mM NADPH Trypanosoma cruzi
1.8.1.12 0.0053
-
N-[3-([2-[(4-chlorophenyl)sulfanyl]phenyl]amino)propyl]-4-(diphenylmethoxy)-N,N-dimethylanilinium at pH 7.25, 25°C in 0.02 M HEPES buffer containing 0.15 M KCl, 1 mM EDTA, 0.1 mM NADPH Trypanosoma cruzi
1.8.1.12 0.0065
-
3-Chloro-5-(3-(dimethylamino)propyl)-10,11-dihydro-5H-dibenz(b,f)azepine at pH 7.25, 25°C in 0.02 M HEPES buffer containing 0.15 M KCl, 1 mM EDTA, 0.1 mM NADPH Trypanosoma cruzi
1.8.1.12 0.0066
-
4-(benzyloxy)-N-[3-([2-[(4-chlorophenyl)sulfanyl]phenyl]amino)propyl]-N,N-dimethylanilinium at pH 7.25, 25°C in 0.02 M HEPES buffer containing 0.15 M KCl, 1 mM EDTA, 0.1 mM NADPH Trypanosoma cruzi
1.8.1.12 0.0108
-
chlorpromazine at pH 7.25, 25°C in 0.02 M HEPES buffer containing 0.15 M KCl, 1 mM EDTA, 0.1 mM NADPH Trypanosoma cruzi
1.8.1.12 0.0113
-
N-[2-[(4-chlorophenyl)sulfanyl]phenyl]butanamide at pH 7.25, 25°C in 0.02 M HEPES buffer containing 0.15 M KCl, 1 mM EDTA, 0.1 mM NADPH Trypanosoma cruzi
1.8.1.12 0.0142
-
N-[3-([2-[(4-chlorophenyl)sulfanyl]phenyl]amino)propyl]-N,N-dimethylanilinium at pH 7.25, 25°C in 0.02 M HEPES buffer containing 0.15 M KCl, 1 mM EDTA, 0.1 mM NADPH Trypanosoma cruzi
1.8.1.12 0.02
-
N-[2-[(4-chlorophenyl)sulfanyl]phenyl]propanamide at pH 7.25, 25°C in 0.02 M HEPES buffer containing 0.15 M KCl, 1 mM EDTA, 0.1 mM NADPH Trypanosoma cruzi
1.8.1.12 0.023
-
Trifluperazine at pH 7.25, 25°C in 0.02 M HEPES buffer containing 0.15 M KCl, 1 mM EDTA, 0.1 mM NADPH Trypanosoma cruzi
1.8.1.12 0.0245
-
N-[2-[(4-chlorophenyl)sulfanyl]phenyl]benzamide at pH 7.25, 25°C in 0.02 M HEPES buffer containing 0.15 M KCl, 1 mM EDTA, 0.1 mM NADPH Trypanosoma cruzi
1.8.1.12 0.0246
-
N-[2-[(4-chlorophenyl)sulfanyl]phenyl]-2-phenylacetamide at pH 7.25, 25°C in 0.02 M HEPES buffer containing 0.15 M KCl, 1 mM EDTA, 0.1 mM NADPH Trypanosoma cruzi
1.8.1.12 0.027
-
5-chloro-N-[3-(4-methylpiperazin-1-yl)propyl]-2-(phenylsulfanyl)aniline at pH 7.25, 25°C in 0.02 M HEPES buffer containing 0.15 M KCl, 1 mM EDTA, 0.1 mM NADPH Trypanosoma cruzi
1.8.1.12 0.0428
-
N-[2-[(4-chlorophenyl)sulfanyl]phenyl]-4-nitrobenzamide at pH 7.25, 25°C in 0.02 M HEPES buffer containing 0.15 M KCl, 1 mM EDTA, 0.1 mM NADPH Trypanosoma cruzi
1.8.1.12 0.066
-
N'-[5-chloro-2-(phenylsulfanyl)phenyl]-N,N-dimethylpropane-1,3-diamine at pH 7.25, 25°C in 0.02 M HEPES buffer containing 0.15 M KCl, 1 mM EDTA, 0.1 mM NADPH Trypanosoma cruzi
1.8.1.12 0.0936
-
amitryptyline at pH 7.25, 25°C in 0.02 M HEPES buffer containing 0.15 M KCl, 1 mM EDTA, 0.1 mM NADPH Trypanosoma cruzi
1.8.1.12 0.15
-
2-amino-4-chlorophenyl phenyl sulfide at pH 7.25, 25°C in 0.02 M HEPES buffer containing 0.15 M KCl, 1 mM EDTA, 0.1 mM NADPH Trypanosoma cruzi

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.8.1.12 0.0003
-
IC50: 0.0003 mM Trypanosoma cruzi 3,3'-[butane-1,4-diylbis[(3-aminopropyl)imino]]bis(N-[5-chloro-2-[(4-methoxyphenyl)sulfanyl]phenyl]propanamide)
1.8.1.12 0.0305
-
IC50: 0.0305 mM Trypanosoma cruzi N-[2-[(4-chlorophenyl)sulfanyl]phenyl]butanamide
1.8.1.12 0.0316
-
IC50: 0.0316 mM Trypanosoma cruzi N-[2-[(4-chlorophenyl)sulfanyl]phenyl]propanamide
1.8.1.12 0.0368
-
IC50: 0.0368 mM Trypanosoma cruzi N-[2-[(4-chlorophenyl)sulfanyl]phenyl]-2-phenylacetamide
1.8.1.12 0.0445
-
IC50: 0.0445 mM Trypanosoma cruzi N-[2-[(4-chlorophenyl)sulfanyl]phenyl]-4-nitrobenzamide
1.8.1.12 0.0496
-
IC50: 0.0496 mM Trypanosoma cruzi N-[2-[(4-chlorophenyl)sulfanyl]phenyl]benzamide