Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary 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

EC Number Inhibitors Comment Organism Structure
1.8.1.12 (4'-(benzo[b]thiophen-2-yl)-1,4'-bipiperidinyl-1'-yl)(phenyl)-methanone
-
 Trypanosoma brucei
1.8.1.12 1-((1-benzo[b]furan-2-yl)cyclohexyl)piperidine
-
 Trypanosoma brucei
1.8.1.12 1-((1-benzo[b]thiazol-2-yl)cyclohexyl)piperidine
-
 Trypanosoma brucei
1.8.1.12 1-((1-benzo[b]thiophen-2-yl)cyclohexyl)-4-methylpiperazine
-
 Trypanosoma brucei
1.8.1.12 1-((1-benzo[b]thiophen-2-yl)cyclohexyl)diethylamine
-
 Trypanosoma brucei
1.8.1.12 1-((1-benzo[b]thiophen-2-yl)cyclohexyl)pyrrolidine
-
 Trypanosoma brucei
1.8.1.12 1-((1-benzo[b]thiophen-2-yl)cyclopentyl)piperidine
-
 Trypanosoma brucei
1.8.1.12 1-((1-benzo[b]thiophen-3-yl)cyclohexyl)piperidine
-
 Trypanosoma brucei
1.8.1.12 1-((1-biphenyl-4-yl)cyclohexyl)piperidine
-
 Trypanosoma brucei
1.8.1.12 1-((1-naphthalen-1-yl)cyclohexyl)piperidine
-
 Trypanosoma brucei
1.8.1.12 1-((1-naphthalen-2-yl)cyclohexyl)piperidine
-
 Trypanosoma brucei
1.8.1.12 1-((1-thiophen-2-yl)cyclohexyl)piperidine
-
 Trypanosoma brucei
1.8.1.12 1-((2-benzo[b]thiophen-2-yl)propan-2-yl)piperidine
-
 Trypanosoma brucei
1.8.1.12 1-(1-(3-bromo-benzo[b]thiophen-2-yl)cyclohexyl)piperidine
-
 Trypanosoma brucei
1.8.1.12 1-(1-(5-bromo-benzo[b]thiophen-2-yl)cyclohexyl)piperidine
-
 Trypanosoma brucei
1.8.1.12 1-(1-benzo[b]thiophen-2-yl-cyclohexyl)piperidine competitive inhibitor Trypanosoma brucei
1.8.1.12 1-(1-phenylcyclohexyl)piperidine
-
 Trypanosoma brucei
1.8.1.12 1-(4'-(benzo[b]thiophen-2-yl)-1,4'-bipiperidinyl-1'-yl)-2-(dimethyl-amino)ethanone
-
 Trypanosoma brucei
1.8.1.12 1-(4'-(benzo[b]thiophen-2-yl)-1,4'-bipiperidinyl-1'-yl)-2-phenyl-ethanone
-
 Trypanosoma brucei
1.8.1.12 1-(4'-benzo[b]thiophen-2-yl)-1,4'-(bipiperidine-1'-yl)ethanone
-
 Trypanosoma brucei
1.8.1.12 1-methyl-(2-(1-piperidin-1-yl)cyclohexyl)-1H-indole
-
 Trypanosoma brucei
1.8.1.12 2-(4'-(benzo[b]thiophen-2-yl)-1,4'-bipiperidinyl-1'-yl)-N,N-dimethylethanamine
-
 Trypanosoma brucei
1.8.1.12 4'-(benzo[b]thiophen-2-yl)-1'-benzyl-1,4'-bipiperidine
-
 Trypanosoma brucei
1.8.1.12 4'-(benzo[b]thiophen-2-yl)-1'-methyl-1,4'-bipiperidine
-
 Trypanosoma brucei
1.8.1.12 4'-(benzo[b]thiophen-2-yl)-[1,4']bipiperidine
-
 Trypanosoma brucei
1.8.1.12 4-(2-(4'-(benzo[b]thiophen-2-yl)-1,4'-bipiperidin-1'-yl)ethyl)morpholine
-
 Trypanosoma brucei
1.8.1.12 4-[1-(1-benzothiophen-2-yl)cyclohexyl]morpholine
-
 Trypanosoma brucei
1.8.1.12 benzo[b]thiophen-2-yl(1-(piperidin-1-yl)cyclohexyl)methanone
-
 Trypanosoma brucei
1.8.1.12 diphenyl(1-(piperidin-1-yl)cyclohexyl)methanol
-
 Trypanosoma brucei
1.8.1.12 phenyl(1-(piperidin-1-yl)cyclohexyl)methanone
-
 Trypanosoma brucei
1.8.1.12 tert-butyl 4'-(benzo[b]thiophen-2-yl)-1,4'-bipiperidine-1'-carboxylate
-
 Trypanosoma brucei
1.8.1.12 tert-butyl 4'-cyano-1,4'-bipiperidine-1'-carboxylate
-
 Trypanosoma brucei

Organism

EC Number Organism UniProt Comment Textmining
1.8.1.12 Trypanosoma brucei
-
 vsg221
-
1.8.1.12 Trypanosoma brucei BSF 427
-
 vsg221
-

Substrates and Products (Substrate)

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

Synonyms

EC Number Synonyms Comment Organism
1.8.1.12 trypanothione reductase
-
 Trypanosoma brucei
1.8.1.12 TryR
-
 Trypanosoma brucei

Cofactor

EC Number Cofactor Comment Organism Structure
1.8.1.12 NADPH
-
 Trypanosoma brucei

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.8.1.12 0.001
-
 1-(1-benzo[b]thiophen-2-yl-cyclohexyl)piperidine
-
 Trypanosoma brucei

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.8.1.12 0.00091
-
 in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-((1-benzo[b]thiophen-2-yl)cyclohexyl)pyrrolidine
1.8.1.12 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
1.8.1.12 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
1.8.1.12 0.0033
-
 in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-(1-benzo[b]thiophen-2-yl-cyclohexyl)piperidine
1.8.1.12 0.0044
-
 in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-((1-benzo[b]furan-2-yl)cyclohexyl)piperidine
1.8.1.12 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
1.8.1.12 0.005
-
 in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-((1-benzo[b]thiophen-2-yl)cyclohexyl)diethylamine
1.8.1.12 0.0051
-
 in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 4'-(benzo[b]thiophen-2-yl)-[1,4']bipiperidine
1.8.1.12 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
1.8.1.12 0.01
-
 in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-((1-benzo[b]thiophen-2-yl)cyclohexyl)-4-methylpiperazine
1.8.1.12 0.011
-
 in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 4-[1-(1-benzothiophen-2-yl)cyclohexyl]morpholine
1.8.1.12 0.011
-
 in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-((1-benzo[b]thiophen-2-yl)cyclopentyl)piperidine
1.8.1.12 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
1.8.1.12 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
1.8.1.12 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
1.8.1.12 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
1.8.1.12 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
1.8.1.12 0.028
-
 in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-((1-naphthalen-2-yl)cyclohexyl)piperidine
1.8.1.12 0.036
-
 in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-methyl-(2-(1-piperidin-1-yl)cyclohexyl)-1H-indole
1.8.1.12 0.057
-
 in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-(1-phenylcyclohexyl)piperidine
1.8.1.12 0.06
-
 in 40 mM HEPES, 1 mM EDTA (pH 7.4) Trypanosoma brucei 1-((1-benzo[b]thiophen-3-yl)cyclohexyl)piperidine
1.8.1.12 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
1.8.1.12 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
1.8.1.12 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
1.8.1.12 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
1.8.1.12 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
1.8.1.12 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
1.8.1.12 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
1.8.1.12 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
1.8.1.12 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
1.8.1.12 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