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

BRENDA support

Literature summary for 1.13.11.52 extracted from

  • Ning, X.L.; Li, Y.Z.; Huo, C.; Deng, J.; Gao, C.; Zhu, K.R.; Wang, M.; Wu, Y.X.; Yu, J.L.; Ren, Y.L.; Luo, Z.Y.; Li, G.; Chen, Y.; Wang, S.Y.; Peng, C.; Yang, L.L.; Wang, Z.Y.; Wu, Y.; Qian, S.; Li, G.B.
    X-ray structure-guided discovery of a potent, orally bioavailable, dual human indoleamine/tryptophan 2,3-dioxygenase (hIDO/hTDO) inhibitor that shows activity in a mouse model of Parkinsons disease (2021), J. Med. Chem., 64, 8303-8332 .
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(1R,2S)-2-([[6-(trifluoromethyl)-1H-indazol-4-yl]amino]methyl)cyclohexan-1-ol
-
Homo sapiens
(1R,2S)-2-[[(5-bromo-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
-
Homo sapiens
(1R,2S)-2-[[(5-bromo-1H-indazol-7-yl)amino]methyl]cyclohexan-1-ol
-
Homo sapiens
(1R,2S)-2-[[(5-chloro-1H-indazol-7-yl)amino]methyl]cyclohexan-1-ol
-
Homo sapiens
(1R,2S)-2-[[(6-bromo-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
-
Homo sapiens
(1R,2S)-2-[[(6-bromo-1H-indazol-4-yl)amino]methyl]cyclohexyl acetate
-
Homo sapiens
(1R,2S)-2-[[(6-chloro-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
-
Homo sapiens
(1R,2S)-2-[[(6-methyl-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
-
Homo sapiens
(1S,2R)-2-[[(6-bromo-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
-
Homo sapiens
1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethan-1-ol
-
Homo sapiens
2-[(6-bromo-1H-indazol-4-yl)amino]-1-(3-chlorophenyl)ethan-1-ol
-
Homo sapiens
2-[(6-bromo-1H-indazol-4-yl)amino]-1-(4-hydroxyphenyl)ethan-1-one
-
Homo sapiens
2-[(6-bromo-1H-indazol-4-yl)amino]-2-(3-chlorophenyl)ethan-1-ol
-
Homo sapiens
2-[(6-bromo-1H-indazol-4-yl)amino]-2-phenylethan-1-ol
-
Homo sapiens
2-[[(6-bromo-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
-
Homo sapiens
4-([[(1S,2R)-2-hydroxycyclohexyl]methyl]amino)-1H-indazole-6-carboxylic acid
-
Homo sapiens
4-[(1Z)-2-[(6-bromo-1H-indazol-4-yl)amino]-N-hydroxyethanimidoyl]phenol
-
Homo sapiens
4-[[(6-bromo-1H-indazol-4-yl)amino]methyl]phenol
-
Homo sapiens
6-bromo-1H-indazol-4-amine
-
Homo sapiens
6-bromo-N-(cyclohexylmethyl)-1H-indazol-4-amine
-
Homo sapiens
6-bromo-N-[(1,4-dioxaspiro[4.5]decan-6-yl)methyl]-1H-indazol-4-amine
-
Homo sapiens
6-bromo-N-[(1R,2R)-2-hydroxycyclohexyl]-1H-indazole-4-carboxamide
-
Homo sapiens
6-bromo-N-[(pyridin-2-yl)methyl]-1H-indazol-4-amine
-
Homo sapiens
6-bromo-N-[(pyrrolidin-3-yl)methyl]-1H-indazol-4-amine
-
Homo sapiens
6-bromo-N-[[(1S,2R)-2-chlorocyclohexyl]methyl]-1H-indazol-4-amine
-
Homo sapiens
6-bromo-N-[[(1S,2S)-2-chlorocyclohexyl]methyl]-1H-indazol-4-amine
-
Homo sapiens
6-bromo-N-[[(2R)-piperidin-2-yl]methyl]-1H-indazol-4-amine
-
Homo sapiens
6-bromo-N-[[(2R)-pyrrolidin-2-yl]methyl]-1H-indazol-4-amine
-
Homo sapiens
6-bromo-N-[[(2S)-piperidin-2-yl]methyl]-1H-indazol-4-amine
-
Homo sapiens
6-bromo-N-[[(2S)-pyrrolidin-2-yl]methyl]-1H-indazol-4-amine
-
Homo sapiens
methyl 4-([[(1S,2R)-2-hydroxycyclohexyl]methyl]amino)-1H-indazole-6-carboxylate
-
Homo sapiens
additional information 1H-indazole-4-amines inhibit both human indoleamine 2,3-dioxygenase 1 (hIDO1) and tryptophan 2,3-dioxygenase (hTDO) by a mechanism involving direct coordination with the heme ferrous and ferric states Homo sapiens
N-(3-bromo-4-fluorophenyl)-N'-hydroxy-4-[[2-(sulfamoylamino)ethyl]amino]-1,2,5-oxadiazole-3-carboximidamide
-
Homo sapiens
N-(4-[[(6-bromo-1H-indazol-4-yl)amino]methyl]cyclohexylidene)hydroxylamine
-
Homo sapiens
N-[(azetidin-3-yl)methyl]-6-bromo-1H-indazol-4-amine
-
Homo sapiens
N-[[(1S,2R)-2-aminocyclohexyl]methyl]-6-bromo-1H-indazol-4-amine
-
Homo sapiens
N-[[(1S,2S)-2-aminocyclohexyl]methyl]-6-bromo-1H-indazol-4-amine
-
Homo sapiens
tert-butyl 3-[[(6-bromo-1H-indazol-4-yl)amino]methyl]pyrrolidine-1-carboxylate
-
Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens P14902
-
-

Synonyms

Synonyms Comment Organism
IDO1
-
Homo sapiens

Cofactor

Cofactor Comment Organism Structure
heme
-
Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000056
-
22°C, pH 6.5 Homo sapiens N-(3-bromo-4-fluorophenyl)-N'-hydroxy-4-[[2-(sulfamoylamino)ethyl]amino]-1,2,5-oxadiazole-3-carboximidamide
0.000081
-
22°C, pH 6.5 Homo sapiens 1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethan-1-ol
0.00029
-
22°C, pH 6.5 Homo sapiens 6-bromo-N-[[(1S,2S)-2-chlorocyclohexyl]methyl]-1H-indazol-4-amine
0.00064
-
22°C, pH 6.5 Homo sapiens (1R,2S)-2-[[(6-bromo-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
0.0007
-
22°C, pH 6.5 Homo sapiens N-[[(1S,2R)-2-aminocyclohexyl]methyl]-6-bromo-1H-indazol-4-amine
0.00109
-
22°C, pH 6.5 Homo sapiens 6-bromo-N-(cyclohexylmethyl)-1H-indazol-4-amine
0.00123
-
22°C, pH 6.5 Homo sapiens (1R,2S)-2-[[(5-bromo-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
0.00142
-
22°C, pH 6.5 Homo sapiens N-[[(1S,2S)-2-aminocyclohexyl]methyl]-6-bromo-1H-indazol-4-amine
0.00161
-
22°C, pH 6.5 Homo sapiens N-(4-[[(6-bromo-1H-indazol-4-yl)amino]methyl]cyclohexylidene)hydroxylamine
0.00187
-
22°C, pH 6.5 Homo sapiens (1R,2S)-2-[[(6-methyl-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
0.00285
-
22°C, pH 6.5 Homo sapiens (1S,2R)-2-[[(6-bromo-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
0.00317
-
22°C, pH 6.5 Homo sapiens (1R,2S)-2-([[6-(trifluoromethyl)-1H-indazol-4-yl]amino]methyl)cyclohexan-1-ol
0.00366
-
22°C, pH 6.5 Homo sapiens methyl 4-([[(1S,2R)-2-hydroxycyclohexyl]methyl]amino)-1H-indazole-6-carboxylate
0.00412
-
22°C, pH 6.5 Homo sapiens 2-[[(6-bromo-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
0.00474
-
22°C, pH 6.5 Homo sapiens 6-bromo-N-[[(2S)-pyrrolidin-2-yl]methyl]-1H-indazol-4-amine
0.00564
-
22°C, pH 6.5 Homo sapiens 4-[[(6-bromo-1H-indazol-4-yl)amino]methyl]phenol
0.00578
-
22°C, pH 6.5 Homo sapiens (1R,2S)-2-[[(6-bromo-1H-indazol-4-yl)amino]methyl]cyclohexyl acetate
0.00902
-
22°C, pH 6.5 Homo sapiens tert-butyl 3-[[(6-bromo-1H-indazol-4-yl)amino]methyl]pyrrolidine-1-carboxylate
0.00945
-
22°C, pH 6.5 Homo sapiens 6-bromo-1H-indazol-4-amine
0.01309
-
22°C, pH 6.5 Homo sapiens 2-[(6-bromo-1H-indazol-4-yl)amino]-1-(3-chlorophenyl)ethan-1-ol
0.01375
-
22°C, pH 6.5 Homo sapiens 6-bromo-N-[[(2S)-piperidin-2-yl]methyl]-1H-indazol-4-amine
0.01736
-
22°C, pH 6.5 Homo sapiens 6-bromo-N-[[(2R)-piperidin-2-yl]methyl]-1H-indazol-4-amine
0.01833
-
22°C, pH 6.5 Homo sapiens 2-[(6-bromo-1H-indazol-4-yl)amino]-2-(3-chlorophenyl)ethan-1-ol
0.03022
-
22°C, pH 6.5 Homo sapiens 4-([[(1S,2R)-2-hydroxycyclohexyl]methyl]amino)-1H-indazole-6-carboxylic acid
0.03207
-
22°C, pH 6.5 Homo sapiens 6-bromo-N-[(1,4-dioxaspiro[4.5]decan-6-yl)methyl]-1H-indazol-4-amine
0.03801
-
22°C, pH 6.5 Homo sapiens (1R,2S)-2-[[(5-bromo-1H-indazol-7-yl)amino]methyl]cyclohexan-1-ol
0.04287
-
22°C, pH 6.5 Homo sapiens 2-[(6-bromo-1H-indazol-4-yl)amino]-2-phenylethan-1-ol
0.05155
-
22°C, pH 6.5 Homo sapiens 6-bromo-N-[(pyridin-2-yl)methyl]-1H-indazol-4-amine
0.0555
-
22°C, pH 6.5 Homo sapiens 6-bromo-N-[[(1S,2R)-2-chlorocyclohexyl]methyl]-1H-indazol-4-amine
0.05645
-
22°C, pH 6.5 Homo sapiens 6-bromo-N-[[(2R)-pyrrolidin-2-yl]methyl]-1H-indazol-4-amine
0.05718
-
22°C, pH 6.5 Homo sapiens 4-[(1Z)-2-[(6-bromo-1H-indazol-4-yl)amino]-N-hydroxyethanimidoyl]phenol
0.06604
-
22°C, pH 6.5 Homo sapiens (1R,2S)-2-[[(5-chloro-1H-indazol-7-yl)amino]methyl]cyclohexan-1-ol
0.1049
-
22°C, pH 6.5 Homo sapiens 6-bromo-N-[(pyrrolidin-3-yl)methyl]-1H-indazol-4-amine
0.1127
-
22°C, pH 6.5 Homo sapiens N-[(azetidin-3-yl)methyl]-6-bromo-1H-indazol-4-amine
0.1371
-
22°C, pH 6.5 Homo sapiens 2-[(6-bromo-1H-indazol-4-yl)amino]-1-(4-hydroxyphenyl)ethan-1-one
0.1783
-
22°C, pH 6.5 Homo sapiens (1R,2S)-2-[[(6-chloro-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
0.203
-
22°C, pH 6.5 Homo sapiens 6-bromo-N-[(1R,2R)-2-hydroxycyclohexyl]-1H-indazole-4-carboxamide

General Information

General Information Comment Organism
drug target human indoleamine 2,3-dioxygenase 1 (hIDO1) and tryptophan 2,3-dioxygenase (hTDO) are closely linked to the pathogenesis of Parkinson's disease Homo sapiens