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Literature summary extracted from

  • Matsuno, K.; Takai, K.; Isaka, Y.; Unno, Y.; Sato, M.; Takikawa, O.; Asai, A.
    S-benzylisothiourea derivatives as small-molecule inhibitors of indoleamine-2,3-dioxygenase (2010), Bioorg. Med. Chem. Lett., 20, 5126-5129.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.13.11.52 (2,4-dichlorophenyl)methanethiol
-
 Homo sapiens
1.13.11.52 (2-chlorophenyl)methanethiol
-
 Homo sapiens
1.13.11.52 (3,4-dichlorophenyl)methanethiol
-
 Homo sapiens
1.13.11.52 (4-chlorophenyl)methanethiol
-
 Homo sapiens
1.13.11.52 (4-chlorophenyl)methanol
-
 Homo sapiens
1.13.11.52 (4-fluorophenyl)methanethiol
-
 Homo sapiens
1.13.11.52 (4-methoxyphenyl)methanethiol
-
 Homo sapiens
1.13.11.52 (4-methylphenyl)methanethiol
-
 Homo sapiens
1.13.11.52 1-(4-chlorobenzyl)urea
-
 Homo sapiens
1.13.11.52 1-(4-chlorophenyl)methanamine
-
 Homo sapiens
1.13.11.52 1-(4-chlorophenyl)thiourea
-
 Homo sapiens
1.13.11.52 1-[2-(4-chlorophenyl)ethyl]thiourea
-
 Homo sapiens
1.13.11.52 2,4-dichlorobenzyl carbamimidothioate hydrobromide
-
 Homo sapiens
1.13.11.52 2-(1H-imidazol-4-yl)phenol
-
 Homo sapiens
1.13.11.52 2-(2-chlorophenyl)ethyl carbamimidothioate hydrobromide
-
 Homo sapiens
1.13.11.52 2-(3-chlorophenyl)ethyl carbamimidothioate hydrobromide
-
 Homo sapiens
1.13.11.52 2-(4-chlorophenyl)ethanamine
-
 Homo sapiens
1.13.11.52 2-(4-chlorophenyl)ethyl carbamimidothioate hydrobromide
-
 Homo sapiens
1.13.11.52 2-chlorobenzyl carbamimidothioate hydrochloride
-
 Homo sapiens
1.13.11.52 3,4-dichlorobenzyl carbamimidothioate hydrochloride
-
 Homo sapiens
1.13.11.52 3-chlorobenzyl carbamimidothioate hydrochloride
-
 Homo sapiens
1.13.11.52 4-(phenylcarbonyl)benzyl carbamimidothioate hydrobromide
-
 Homo sapiens
1.13.11.52 4-(propan-2-yl)benzyl carbamimidothioate hydrobromide
-
 Homo sapiens
1.13.11.52 4-(trifluoromethyl)benzyl carbamimidothioate hydrochloride
-
 Homo sapiens
1.13.11.52 4-amino-N-benzyl-N'-hydroxy-1,2,5-oxadiazole-3-carboximidamide
-
 Homo sapiens
1.13.11.52 4-bromobenzyl carbamimidothioate hydrobromide
-
 Homo sapiens
1.13.11.52 4-chlorobenzenesulfonic acid
-
 Homo sapiens
1.13.11.52 4-chlorobenzenethiol
-
 Homo sapiens
1.13.11.52 4-chlorobenzyl carbamimidothioate hydrochloride
-
 Homo sapiens
1.13.11.52 4-chlorobenzyl N,N'-dimethylcarbamimidothioate - 1-chlorotetraoxidane (1:1)
-
 Homo sapiens
1.13.11.52 4-cyanobenzyl carbamimidothioate hydrobromide
-
 Homo sapiens
1.13.11.52 4-ethylbenzyl carbamimidothioate hydrochloride
-
 Homo sapiens
1.13.11.52 4-fluorobenzyl carbamimidothioate hydrochloride
-
 Homo sapiens
1.13.11.52 4-methoxybenzyl carbamimidothioate hydrochloride
-
 Homo sapiens
1.13.11.52 4-methylbenzyl carbamimidothioate hydrochloride
-
 Homo sapiens
1.13.11.52 4-nitrobenzyl carbamimidothioate hydrochloride
-
 Homo sapiens
1.13.11.52 4-tert-butylbenzyl carbamimidothioate hydrobromide
-
 Homo sapiens
1.13.11.52 4-[(carbamimidoylsulfanyl)methyl]benzoic acid hydrochloride
-
 Homo sapiens
1.13.11.52 benzyl carbamimidothioate hydrochloride
-
 Homo sapiens
1.13.11.52 brassinin
-
 Homo sapiens
1.13.11.52 exiguamine A
-
 Homo sapiens
1.13.11.52 menadione
-
 Homo sapiens
1.13.11.52 methyl 4-[(carbamimidoylsulfanyl)methyl]benzenesulfinate hydrobromide
-
 Homo sapiens
1.13.11.52 methyl N-(4-chlorophenyl)carbamimidothioate hydroiodide
-
 Homo sapiens
1.13.11.52 methyl N-[2-(4-chlorophenyl)ethyl]carbamimidothioate hydroiodide
-
 Homo sapiens
1.13.11.52 phenylmethanethiol
-
 Homo sapiens
1.13.11.52 sodium 4-chlorobenzenesulfinate
-
 Homo sapiens

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.13.11.52 L-tryptophan + O2 Homo sapiens
-
 N-formyl-L-kynurenine
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.13.11.52 Homo sapiens
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.13.11.52 A-431 cell
-
 Homo sapiens
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.13.11.52 L-tryptophan + O2
-
 Homo sapiens N-formyl-L-kynurenine
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.13.11.52 IDO
-
 Homo sapiens
1.13.11.52 indoleamine-2,3-dioxygenase
-
 Homo sapiens

Cofactor

EC Number Cofactor Comment Organism Structure
1.13.11.52 heme
-
 Homo sapiens

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.13.11.52 0.0001
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens (3,4-dichlorophenyl)methanethiol
1.13.11.52 0.0004
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 2,4-dichlorobenzyl carbamimidothioate hydrobromide
1.13.11.52 0.0012
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens (2-chlorophenyl)methanethiol
1.13.11.52 0.0013
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 4-bromobenzyl carbamimidothioate hydrobromide
1.13.11.52 0.0013
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens (4-methylphenyl)methanethiol
1.13.11.52 0.0014
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens (4-methoxyphenyl)methanethiol
1.13.11.52 0.0017
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens phenylmethanethiol
1.13.11.52 0.0018
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens (4-fluorophenyl)methanethiol
1.13.11.52 0.0019
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 4-chlorobenzenethiol
1.13.11.52 0.0022
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 4-chlorobenzyl carbamimidothioate hydrochloride
1.13.11.52 0.0026
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 4-(trifluoromethyl)benzyl carbamimidothioate hydrochloride
1.13.11.52 0.0032
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens (4-chlorophenyl)methanethiol
1.13.11.52 0.0035
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens (2,4-dichlorophenyl)methanethiol
1.13.11.52 0.0046
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 3-chlorobenzyl carbamimidothioate hydrochloride
1.13.11.52 0.01
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 2-chlorobenzyl carbamimidothioate hydrochloride
1.13.11.52 0.011
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 4-nitrobenzyl carbamimidothioate hydrochloride
1.13.11.52 0.013
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 4-fluorobenzyl carbamimidothioate hydrochloride
1.13.11.52 0.016
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 4-ethylbenzyl carbamimidothioate hydrochloride
1.13.11.52 0.017
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 3,4-dichlorobenzyl carbamimidothioate hydrochloride
1.13.11.52 0.019
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 4-cyanobenzyl carbamimidothioate hydrobromide
1.13.11.52 0.021
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 4-chlorobenzyl N,N'-dimethylcarbamimidothioate - 1-chlorotetraoxidane (1:1)
1.13.11.52 0.03
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 4-methylbenzyl carbamimidothioate hydrochloride
1.13.11.52 0.052
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 4-methoxybenzyl carbamimidothioate hydrochloride
1.13.11.52 0.057
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 2-(4-chlorophenyl)ethyl carbamimidothioate hydrobromide
1.13.11.52 0.061
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens benzyl carbamimidothioate hydrochloride
1.13.11.52 0.1
-
 IC50 above 0.1 mM, in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 1-(4-chlorophenyl)methanamine
1.13.11.52 0.1
-
 IC50 above 0.1 mM, in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens (4-chlorophenyl)methanol
1.13.11.52 0.1
-
 IC50 above 0.1 mM, in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 4-(propan-2-yl)benzyl carbamimidothioate hydrobromide
1.13.11.52 0.1
-
 IC50 above 0.1 mM, in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 4-tert-butylbenzyl carbamimidothioate hydrobromide
1.13.11.52 0.1
-
 IC50 above 0.1 mM, in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 4-[(carbamimidoylsulfanyl)methyl]benzoic acid hydrochloride
1.13.11.52 0.1
-
 IC50 above 0.1 mM, in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens methyl 4-[(carbamimidoylsulfanyl)methyl]benzenesulfinate hydrobromide
1.13.11.52 0.1
-
 IC50 above 0.1 mM, in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 4-(phenylcarbonyl)benzyl carbamimidothioate hydrobromide
1.13.11.52 0.1
-
 IC50 above 0.1 mM, in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 2-(2-chlorophenyl)ethyl carbamimidothioate hydrobromide
1.13.11.52 0.1
-
 IC50 above 0.1 mM, in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 2-(3-chlorophenyl)ethyl carbamimidothioate hydrobromide
1.13.11.52 0.1
-
 IC50 above 0.1 mM, in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens methyl N-(4-chlorophenyl)carbamimidothioate hydroiodide
1.13.11.52 0.1
-
 IC50 above 0.1 mM, in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens methyl N-[2-(4-chlorophenyl)ethyl]carbamimidothioate hydroiodide
1.13.11.52 0.1
-
 IC50 above 0.1 mM, in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 1-(4-chlorophenyl)thiourea
1.13.11.52 0.1
-
 IC50 above 0.1 mM, in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 1-(4-chlorobenzyl)urea
1.13.11.52 0.1
-
 IC50 above 0.1 mM, in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 2-(4-chlorophenyl)ethanamine
1.13.11.52 0.1
-
 IC50 above 0.1 mM, in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens sodium 4-chlorobenzenesulfinate
1.13.11.52 0.1
-
 IC50 above 0.1 mM, in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 4-chlorobenzenesulfonic acid
1.13.11.52 0.1
-
 in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C Homo sapiens 1-[2-(4-chlorophenyl)ethyl]thiourea