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Literature summary for 1.8.1.12 extracted from

  • Patterson, S.; Jones, D.C.; Shanks, E.J.; Frearson, J.A.; Gilbert, I.H.; Wyatt, P.G.; Fairlamb, A.H.
    Synthesis and evaluation of 1-(1-(benzo[b]thiophen-2-yl)cyclohexyl)piperidine (BTCP) analogues as inhibitors of trypanothione reductase (2009), ChemMedChem, 4, 1341-1353.
    View publication on PubMedView publication on EuropePMC

Inhibitors

Inhibitors Comment Organism Structure
(4'-(benzo[b]thiophen-2-yl)-1,4'-bipiperidinyl-1'-yl)(phenyl)-methanone
-
Trypanosoma brucei
1-((1-benzo[b]furan-2-yl)cyclohexyl)piperidine
-
Trypanosoma brucei
1-((1-benzo[b]thiazol-2-yl)cyclohexyl)piperidine
-
Trypanosoma brucei
1-((1-benzo[b]thiophen-2-yl)cyclohexyl)-4-methylpiperazine
-
Trypanosoma brucei
1-((1-benzo[b]thiophen-2-yl)cyclohexyl)diethylamine
-
Trypanosoma brucei
1-((1-benzo[b]thiophen-2-yl)cyclohexyl)pyrrolidine
-
Trypanosoma brucei
1-((1-benzo[b]thiophen-2-yl)cyclopentyl)piperidine
-
Trypanosoma brucei
1-((1-benzo[b]thiophen-3-yl)cyclohexyl)piperidine
-
Trypanosoma brucei
1-((1-biphenyl-4-yl)cyclohexyl)piperidine
-
Trypanosoma brucei
1-((1-naphthalen-1-yl)cyclohexyl)piperidine
-
Trypanosoma brucei
1-((1-naphthalen-2-yl)cyclohexyl)piperidine
-
Trypanosoma brucei
1-((1-thiophen-2-yl)cyclohexyl)piperidine
-
Trypanosoma brucei
1-((2-benzo[b]thiophen-2-yl)propan-2-yl)piperidine
-
Trypanosoma brucei
1-(1-(3-bromo-benzo[b]thiophen-2-yl)cyclohexyl)piperidine
-
Trypanosoma brucei
1-(1-(5-bromo-benzo[b]thiophen-2-yl)cyclohexyl)piperidine
-
Trypanosoma brucei
1-(1-benzo[b]thiophen-2-yl-cyclohexyl)piperidine competitive inhibitor Trypanosoma brucei
1-(1-phenylcyclohexyl)piperidine
-
Trypanosoma brucei
1-(4'-(benzo[b]thiophen-2-yl)-1,4'-bipiperidinyl-1'-yl)-2-(dimethyl-amino)ethanone
-
Trypanosoma brucei
1-(4'-(benzo[b]thiophen-2-yl)-1,4'-bipiperidinyl-1'-yl)-2-phenyl-ethanone
-
Trypanosoma brucei
1-(4'-benzo[b]thiophen-2-yl)-1,4'-(bipiperidine-1'-yl)ethanone
-
Trypanosoma brucei
1-methyl-(2-(1-piperidin-1-yl)cyclohexyl)-1H-indole
-
Trypanosoma brucei
2-(4'-(benzo[b]thiophen-2-yl)-1,4'-bipiperidinyl-1'-yl)-N,N-dimethylethanamine
-
Trypanosoma brucei
4'-(benzo[b]thiophen-2-yl)-1'-benzyl-1,4'-bipiperidine
-
Trypanosoma brucei
4'-(benzo[b]thiophen-2-yl)-1'-methyl-1,4'-bipiperidine
-
Trypanosoma brucei
4'-(benzo[b]thiophen-2-yl)-[1,4']bipiperidine
-
Trypanosoma brucei
4-(2-(4'-(benzo[b]thiophen-2-yl)-1,4'-bipiperidin-1'-yl)ethyl)morpholine
-
Trypanosoma brucei
4-[1-(1-benzothiophen-2-yl)cyclohexyl]morpholine
-
Trypanosoma brucei
benzo[b]thiophen-2-yl(1-(piperidin-1-yl)cyclohexyl)methanone
-
Trypanosoma brucei
diphenyl(1-(piperidin-1-yl)cyclohexyl)methanol
-
Trypanosoma brucei
phenyl(1-(piperidin-1-yl)cyclohexyl)methanone
-
Trypanosoma brucei
tert-butyl 4'-(benzo[b]thiophen-2-yl)-1,4'-bipiperidine-1'-carboxylate
-
Trypanosoma brucei
tert-butyl 4'-cyano-1,4'-bipiperidine-1'-carboxylate
-
Trypanosoma brucei

Organism

Organism UniProt Comment Textmining
Trypanosoma brucei
-
vsg221
-
Trypanosoma brucei BSF 427
-
vsg221
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
trypanothione + 5,5'-dithiobis-(2-nitrobenzoic acid)
-
Trypanosoma brucei trypanothione disulfide + thionitrobenzoate
-
?
trypanothione + 5,5'-dithiobis-(2-nitrobenzoic acid)
-
Trypanosoma brucei BSF 427 trypanothione disulfide + thionitrobenzoate
-
?
trypanothione + NADP+
-
Trypanosoma brucei trypanothione disulfide + NADPH + H+
-
?
trypanothione + NADP+
-
Trypanosoma brucei BSF 427 trypanothione disulfide + NADPH + H+
-
?

Synonyms

Synonyms Comment Organism
trypanothione reductase
-
Trypanosoma brucei
TryR
-
Trypanosoma brucei

Cofactor

Cofactor Comment Organism Structure
NADPH
-
Trypanosoma brucei

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.001
-
1-(1-benzo[b]thiophen-2-yl-cyclohexyl)piperidine
-
Trypanosoma brucei

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00091
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-((1-benzo[b]thiophen-2-yl)cyclohexyl)pyrrolidine
0.00093
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 4'-(benzo[b]thiophen-2-yl)-1'-methyl-1,4'bipiperidine
0.0026
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-(4'-(benzo[b]thiophen-2-yl)-1,4'-bipiperidinyl-1'-yl)-2-(dimethyl-amino)ethanone
0.0033
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-(1-benzo[b]thiophen-2-yl-cyclohexyl)piperidine
0.0044
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-((1-benzo[b]furan-2-yl)cyclohexyl)piperidine
0.0044
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 4-(2-(4'-(benzo[b]thiophen-2-yl)-1,4'-bipiperidin-1'-yl)ethyl)morpholine
0.005
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-((1-benzo[b]thiophen-2-yl)cyclohexyl)diethylamine
0.0051
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 4'-(benzo[b]thiophen-2-yl)-[1,4']bipiperidine
0.0066
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-(4'-benzo[b]thiophen-2-yl)-1,4'-(bipiperidine-1'-yl)ethanone
0.01
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-((1-benzo[b]thiophen-2-yl)cyclohexyl)-4-methylpiperazine
0.011
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 4-[1-(1-benzothiophen-2-yl)cyclohexyl]morpholine
0.011
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-((1-benzo[b]thiophen-2-yl)cyclopentyl)piperidine
0.012
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-(4'-(benzo[b]thiophen-2-yl)-1,4'-bipiperidinyl-1'-yl)-2-phenyl-ethanone
0.013
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei (4'-(benzo[b]thiophen-2-yl)-1,4'-bipiperidinyl-1'-yl)(phenyl)-methanone
0.015
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-((2-benzo[b]thiophen-2-yl)propan-2-yl)piperidine
0.016
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-(1-(3-bromo-benzo[b]thiophen-2-yl)cyclohexyl)piperidine
0.019
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 4'-(benzo[b]thiophen-2-yl)-1'-benzyl-1,4'-bipiperidine
0.028
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-((1-naphthalen-2-yl)cyclohexyl)piperidine
0.036
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-methyl-(2-(1-piperidin-1-yl)cyclohexyl)-1H-indole
0.057
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-(1-phenylcyclohexyl)piperidine
0.06
-
in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-((1-benzo[b]thiophen-3-yl)cyclohexyl)piperidine
0.1
-
IC50 above 0.1 mM, in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-((1-thiophen-2-yl)cyclohexyl)piperidine
0.1
-
IC50 above 0.1 mM, in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-((1-biphenyl-4-yl)cyclohexyl)piperidine
0.1
-
IC50 above 0.1 mM, in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-((1-naphthalen-1-yl)cyclohexyl)piperidine
0.1
-
IC50 above 0.1 mM, in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-((1-benzo[b]thiazol-2-yl)cyclohexyl)piperidine
0.1
-
IC50 above 0.1 mM, in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-(1-(5-bromo-benzo[b]thiophen-2-yl)cyclohexyl)piperidine
0.1
-
IC50 above 0.1 mM, in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei phenyl(1-(piperidin-1-yl)cyclohexyl)methanone
0.1
-
IC50 above 0.1 mM, in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei benzo[b]thiophen-2-yl(1-(piperidin-1-yl)cyclohexyl)methanone
0.1
-
IC50 above 0.1 mM, in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei diphenyl(1-(piperidin-1-yl)cyclohexyl)methanol
0.1
-
IC50 above 0.1 mM, in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei tert-butyl 4'-(benzo[b]thiophen-2-yl)-1,4'-bipiperidine-1'-carboxylate
0.1
-
IC50 above 0.1 mM, in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 2-(4'-(benzo[b]thiophen-2-yl)-1,4'-bipiperidinyl-1'-yl)-N,N-dimethylethanamine