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

BRENDA support

Literature summary extracted from

  • Cheng, M.F.; Hung, M.S.; Song, J.S.; Lin, S.Y.; Liao, F.Y.; Wu, M.H.; Hsiao, W.; Hsieh, C.L.; Wu, J.S.; Chao, Y.S.; Shih, C.; Wu, S.Y.; Ueng, S.H.
    Discovery and structure-activity relationships of phenyl benzenesulfonylhydrazides as novel indoleamine 2,3-dioxygenase inhibitors (2014), Bioorg. Med. Chem. Lett., 24, 3403-3406 .
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.13.11.52 3-[4-[2-(4-bromophenyl)hydrazinesulfonyl]phenyl]propanoic acid EC50 is 183 nm Homo sapiens
1.13.11.52 4-(methanesulfonyl)-N'-(3-methylphenyl)benzene-1-sulfonohydrazide EC5 is 7846 nm Homo sapiens
1.13.11.52 4-bromo-N'-(4-bromophenyl)benzene-1-sulfonohydrazide EC50 is 374 nm Homo sapiens
1.13.11.52 4-cyano-N'-(3-methylphenyl)benzene-1-sulfonohydrazide EC50 is 3404 nm Homo sapiens
1.13.11.52 4-[2-(4-bromophenyl)hydrazinesulfonyl]benzoic acid EC50 is 172 nm Homo sapiens
1.13.11.52 methyl 3-[4-[2-(4-bromophenyl)hydrazinesulfonyl]phenyl]propanoate EC50 is 465 nm Homo sapiens
1.13.11.52 additional information structure-activity relationships of phenyl benzenesulfonylhydrazides as indoleamine 2,3-dioxygenase inhibitors, overview. Coupling reactions between various benzenesulfonyl chlorides and phenylhydrazides are utilized to synthesize the sulfonylhydrazides bearing various substituents. EC50 values, overview Homo sapiens
1.13.11.52 N'-(3-methylphenyl)-4-[[5-(trifluoromethyl)pyridin-2-yl]oxy]benzene-1-sulfonohydrazide EC50 is 296 nm Homo sapiens
1.13.11.52 N'-(4-bromophenyl)-4-cyanobenzene-1-sulfonohydrazide EC50 is 134 nm Homo sapiens
1.13.11.52 N'-(4-bromophenyl)-4-methoxybenzene-1-sulfonohydrazide EC50 is 640 nm Homo sapiens
1.13.11.52 N'-(4-bromophenyl)benzenesulfonohydrazide EC50 is 128 nm Homo sapiens
1.13.11.52 N-(4-[2-[4-(trifluoromethyl)phenyl]hydrazinesulfonyl]phenyl)acetamide EC50 is 181 nm Homo sapiens
1.13.11.52 N-[4-(2-phenylhydrazinesulfonyl)phenyl]acetamide EC50 is over 0.010 mM Homo sapiens
1.13.11.52 N-[4-[2-(2,4-difluorophenyl)hydrazinesulfonyl]phenyl]acetamide EC50 is over 0.010 mM Homo sapiens
1.13.11.52 N-[4-[2-(3,4-dichlorophenyl)hydrazinesulfonyl]phenyl]acetamide EC50 is 350 nm Homo sapiens
1.13.11.52 N-[4-[2-(3,5-dichlorophenyl)hydrazinesulfonyl]phenyl]acetamide EC50 is 508 nm Homo sapiens
1.13.11.52 N-[4-[2-(3,5-difluorophenyl)hydrazinesulfonyl]phenyl]acetamide EC50 is 2229 nm Homo sapiens
1.13.11.52 N-[4-[2-(3-bromo-4-fluorophenyl)hydrazinesulfonyl]phenyl]acetamide EC50 is 2494 nm Homo sapiens
1.13.11.52 N-[4-[2-(3-bromophenyl)hydrazinesulfonyl]phenyl]acetamide EC50 is 7563 nm Homo sapiens
1.13.11.52 N-[4-[2-(3-chloro-4-fluorophenyl)hydrazinesulfonyl]phenyl]acetamide EC50 is 2588 nm Homo sapiens
1.13.11.52 N-[4-[2-(3-fluorophenyl)hydrazinesulfonyl]phenyl]acetamide EC50 is over 0.010 mM Homo sapiens
1.13.11.52 N-[4-[2-(3-methylphenyl)hydrazinesulfonyl]benzoyl]glycine EC50 is 571 nm Homo sapiens
1.13.11.52 N-[4-[2-(3-methylphenyl)hydrazinesulfonyl]phenyl]acetamide EC50 is 241 nm Homo sapiens
1.13.11.52 N-[4-[2-(4-bromo-3-fluorophenyl)hydrazinesulfonyl]phenyl]acetamide EC50 is 187 nm Homo sapiens
1.13.11.52 N-[4-[2-(4-bromo-3-methylphenyl)hydrazinesulfonyl]phenyl]acetamide EC50 is 130 nm Homo sapiens
1.13.11.52 N-[4-[2-(4-bromophenyl)hydrazinesulfonyl]phenyl]acetamide EC50 is 85 nm Homo sapiens
1.13.11.52 N-[4-[2-(4-bromophenyl)hydrazinesulfonyl]phenyl]butanamide EC50 is 187 nm Homo sapiens
1.13.11.52 N-[4-[2-(4-chloro-3-fluorophenyl)hydrazinesulfonyl]phenyl]acetamide EC50 is 84 nm Homo sapiens
1.13.11.52 N-[4-[2-(4-chlorophenyl)hydrazinesulfonyl]phenyl]acetamide EC50 is 142 nm Homo sapiens
1.13.11.52 N-[4-[2-(4-cyanophenyl)hydrazinesulfonyl]phenyl]acetamide EC50 is 1393 nm Homo sapiens
1.13.11.52 N-[4-[2-(4-fluorophenyl)hydrazinesulfonyl]phenyl]acetamide EC50 is 609 nm Homo sapiens
1.13.11.52 N-[4-[2-(4-methoxyphenyl)hydrazinesulfonyl]phenyl]acetamide EC50 is over 0.010 mM Homo sapiens
1.13.11.52 N-[4-[2-(4-methylphenyl)hydrazinesulfonyl]phenyl]acetamide EC50 is 1171 nm Homo sapiens
1.13.11.52 N-[4-[2-(4-sulfamoylphenyl)hydrazinesulfonyl]phenyl]acetamide EC50 is 3118 nm Homo sapiens
1.13.11.52 [4-[2-(4-bromophenyl)hydrazinesulfonyl]phenoxy]acetic acid EC50 is 152 nm 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 D-tryptophan + O2 Homo sapiens
-
 N-formyl-D-kynurenine
-
 ?
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 P14902
-
-

Source Tissue

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

Substrates and Products (Substrate)

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

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 0.000043
-
 pH and temperature not specified in the publication Homo sapiens 4-(methanesulfonyl)-N'-(3-methylphenyl)benzene-1-sulfonohydrazide
1.13.11.52 0.000049
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(3-methylphenyl)hydrazinesulfonyl]phenyl]acetamide
1.13.11.52 0.000051
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(4-methylphenyl)hydrazinesulfonyl]phenyl]acetamide
1.13.11.52 0.000058
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(4-bromo-3-methylphenyl)hydrazinesulfonyl]phenyl]acetamide
1.13.11.52 0.000059
-
 pH and temperature not specified in the publication Homo sapiens 4-cyano-N'-(3-methylphenyl)benzene-1-sulfonohydrazide
1.13.11.52 0.000059
-
 pH and temperature not specified in the publication Homo sapiens N'-(3-methylphenyl)-4-[[5-(trifluoromethyl)pyridin-2-yl]oxy]benzene-1-sulfonohydrazide
1.13.11.52 0.000061
-
 pH and temperature not specified in the publication Homo sapiens 4-[2-(4-bromophenyl)hydrazinesulfonyl]benzoic acid
1.13.11.52 0.000071
-
 pH and temperature not specified in the publication Homo sapiens N-[4-(2-phenylhydrazinesulfonyl)phenyl]acetamide
1.13.11.52 0.000079
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(4-fluorophenyl)hydrazinesulfonyl]phenyl]acetamide
1.13.11.52 0.00008
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(3-methylphenyl)hydrazinesulfonyl]benzoyl]glycine
1.13.11.52 0.000085
-
 pH and temperature not specified in the publication Homo sapiens 4-bromo-N'-(4-bromophenyl)benzene-1-sulfonohydrazide
1.13.11.52 0.00011
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(3-chloro-4-fluorophenyl)hydrazinesulfonyl]phenyl]acetamide
1.13.11.52 0.000121
-
 pH and temperature not specified in the publication Homo sapiens methyl 3-[4-[2-(4-bromophenyl)hydrazinesulfonyl]phenyl]propanoate
1.13.11.52 0.000122
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(3-fluorophenyl)hydrazinesulfonyl]phenyl]acetamide
1.13.11.52 0.000125
-
 pH and temperature not specified in the publication Homo sapiens [4-[2-(4-bromophenyl)hydrazinesulfonyl]phenoxy]acetic acid
1.13.11.52 0.000128
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(3-bromo-4-fluorophenyl)hydrazinesulfonyl]phenyl]acetamide
1.13.11.52 0.00013
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(4-bromophenyl)hydrazinesulfonyl]phenyl]acetamide
1.13.11.52 0.000132
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(4-bromophenyl)hydrazinesulfonyl]phenyl]butanamide
1.13.11.52 0.000141
-
 pH and temperature not specified in the publication Homo sapiens 3-[4-[2-(4-bromophenyl)hydrazinesulfonyl]phenyl]propanoic acid
1.13.11.52 0.000155
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(4-chlorophenyl)hydrazinesulfonyl]phenyl]acetamide
1.13.11.52 0.000172
-
 pH and temperature not specified in the publication Homo sapiens N'-(4-bromophenyl)benzenesulfonohydrazide
1.13.11.52 0.000176
-
 pH and temperature not specified in the publication Homo sapiens N'-(4-bromophenyl)-4-cyanobenzene-1-sulfonohydrazide
1.13.11.52 0.000194
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(4-chloro-3-fluorophenyl)hydrazinesulfonyl]phenyl]acetamide
1.13.11.52 0.000205
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(4-bromo-3-fluorophenyl)hydrazinesulfonyl]phenyl]acetamide
1.13.11.52 0.000247
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(3,4-dichlorophenyl)hydrazinesulfonyl]phenyl]acetamide
1.13.11.52 0.000254
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(4-methoxyphenyl)hydrazinesulfonyl]phenyl]acetamide
1.13.11.52 0.000255
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(3-bromophenyl)hydrazinesulfonyl]phenyl]acetamide
1.13.11.52 0.000352
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(3,5-dichlorophenyl)hydrazinesulfonyl]phenyl]acetamide
1.13.11.52 0.000608
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(2,4-difluorophenyl)hydrazinesulfonyl]phenyl]acetamide
1.13.11.52 0.001431
-
 pH and temperature not specified in the publication Homo sapiens N'-(4-bromophenyl)-4-methoxybenzene-1-sulfonohydrazide
1.13.11.52 0.001605
-
 pH and temperature not specified in the publication Homo sapiens N-(4-[2-[4-(trifluoromethyl)phenyl]hydrazinesulfonyl]phenyl)acetamide
1.13.11.52 0.001746
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(3,5-difluorophenyl)hydrazinesulfonyl]phenyl]acetamide
1.13.11.52 0.002475
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(4-sulfamoylphenyl)hydrazinesulfonyl]phenyl]acetamide
1.13.11.52 0.005667
-
 pH and temperature not specified in the publication Homo sapiens N-[4-[2-(4-cyanophenyl)hydrazinesulfonyl]phenyl]acetamide