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1.13.11.11: tryptophan 2,3-dioxygenase

This is an abbreviated version!
For detailed information about tryptophan 2,3-dioxygenase, go to the full flat file.

Word Map on EC 1.13.11.11

Reaction

L-tryptophan
+
O2
=
N-formyl-L-kynurenine

Synonyms

33737, BRAFLDRAFT_210874, C28H8.11, EC 1.11.1.4, hTDO, IDO-1, IDO-2, IDO1, IDO2, indoleamine 2,3-dioxygenase 1, indoleamine 2,3-dioxygenase 2, TDO, TDO2, TDOa, tryptophan 2,3-dioxygenase, tryptophan 2,3-dioxygenase 2, tryptophan 2,3-dioxygenase-2, tryptophan-2,3-dioxygenase, v1g157887, vCG5163, XcTDO

ECTree

     1 Oxidoreductases
         1.13 Acting on single donors with incorporation of molecular oxygen (oxygenases)
             1.13.11 With incorporation of two atoms of oxygen
                1.13.11.11 tryptophan 2,3-dioxygenase

Inhibitors

Inhibitors on EC 1.13.11.11 - tryptophan 2,3-dioxygenase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(1R,2S)-2-([[6-(trifluoromethyl)-1H-indazol-4-yl]amino]methyl)cyclohexan-1-ol
-
-
(1R,2S)-2-[[(5-bromo-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
-
-
(1R,2S)-2-[[(5-bromo-1H-indazol-7-yl)amino]methyl]cyclohexan-1-ol
-
-
(1R,2S)-2-[[(5-chloro-1H-indazol-7-yl)amino]methyl]cyclohexan-1-ol
-
-
(1R,2S)-2-[[(6-bromo-1-methyl-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
-
-
(1R,2S)-2-[[(6-bromo-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
-
-
(1R,2S)-2-[[(6-bromo-1H-indazol-4-yl)amino]methyl]cyclohexyl acetate
-
-
(1R,2S)-2-[[(6-chloro-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
-
-
(1R,2S)-2-[[(6-methyl-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
-
-
(1S,2R)-2-[[(6-bromo-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
-
-
(2E)-3-(8-fluoro-6,12-dioxo-6,12-dihydroindolo[2,1-b]quinazolin-2-yl)prop-2-enoic acid
-
-
(4-phenyl-1,2-oxazol-5-yl)methanol
-
-
(8-fluoro-6,12-dioxo-6,12-dihydroindolo[2,1-b]quinazolin-2-yl)boronic acid
-
-
1-(2-hydroxy-4-methylphenyl)-3-(2-methoxyphenyl)propane-1,3-dione
-
-
1-(2-hydroxy-4-methylphenyl)-3-{2-[(propan-2-yl)oxy]phenyl}propane-1,3-dione
-
-
1-(2-methylbenzyl)-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione
-
1-(3-bromobenzyl)-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione
-
1-(3-bromothiophen-2-yl)-2-(3-methyl-1,4-dihydronaphthalen-2-yl)ethan-1-one
most potent inhibitor capable of blocking both indoleamine 2,3-dioxygenase 1 (IDO1) and tryptophan 2,3-dioxygenase (TDO2) activity, with the IC50 value for BT-549 cells at 0.00342 mM
-
1-(3-chlorobenzyl)-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione
-
1-(3-[(4-acetyl-1-piperazinyl)carbonyl]benzyl)-1H-naphtho-[2,3-d][1,2,3]triazole-4,9-dione
-
1-(3-[(4-methyl-1-piperazinyl)carbonyl]benzyl)-1H-naphtho-[2,3-d][1,2,3]triazole-4,9-dione
-
1-(4-bromobenzyl)-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione
-
1-(4-fluorobenzyl)-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione
-
1-(4-methylbenzyl)-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione
-
1-(4-[(4-acetylpiperazin-1-yl)carbonyl]benzyl)-1H-naphtho-[2,3-d][1,2,3]triazole-4,9-dione
-
1-(4-[(4-methoxypiperidin-1-yl)carbonyl]benzyl)-1Hnaphtho[2,3-d][1,2,3]triazole-4,9-dione
-
1-(cyclopropylmethyl)-5-(1H-indol-3-yl)-1H-benzotriazole
-
-
1-(cyclopropylmethyl)-6-(1H-indol-3-yl)-1H-benzotriazole
-
-
1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethan-1-ol
-
1-[(3-methylphenyl)methyl]-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione
-
1-[(4-chlorophenyl)methyl]-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione
-
1-[(8-fluoro-6,12-dioxo-6,12-dihydroindolo[2,1-b]quinazolin-2-yl)methyl]piperidine-3-carboxylic acid
-
-
1-[(8-fluoro-6,12-dioxo-6,12-dihydroindolo[2,1-b]quinazolin-2-yl)methyl]piperidine-4-carboxylic acid
-
-
1-[(8-fluoro-6,12-dioxo-6,12-dihydroindolo[2,1-b]quinazolin-2-yl)methyl]proline
-
-
1-[3-(4-morpholinylcarbonyl)benzyl]-1H-naphtho[2,3-d]-[1,2,3]triazole-4,9-dione
-
1-[4-(morpholin-4-ylcarbonyl)benzyl]-1H-naphtho[2,3-d]-[1,2,3]triazole-4,9-dione
-
1-[4-[(4-methylpiperazin-1-yl)carbonyl]benzyl]-1H-naphtho-[2,3-d][1,2,3]triazole-4,9-dione
-
2-(4-[(4,9-dioxo-4,9-dihydro-1H-naphtho[2,3-d][1,2,3]-triazol-1-yl)methyl]phenyl)-N,N-diethylacetamide
-
2-[(6-bromo-1H-indazol-4-yl)amino]-1-(3-chlorophenyl)ethan-1-ol
-
-
2-[(6-bromo-1H-indazol-4-yl)amino]-1-(4-hydroxyphenyl)ethan-1-one
-
-
2-[(6-bromo-1H-indazol-4-yl)amino]-2-(3-chlorophenyl)ethan-1-ol
-
-
2-[(6-bromo-1H-indazol-4-yl)amino]-2-phenylethan-1-ol
-
-
2-[5-(1H-indol-3-yl)-1H-benzotriazol-1-yl]-N,N-dimethylethan-1-amine
-
-
2-[5-(1H-indol-3-yl)-1H-benzotriazol-1-yl]acetamide
-
-
2-[6-(1H-indol-3-yl)-1H-benzotriazol-1-yl]-N,N-dimethylethan-1-amine
-
-
2-[6-(1H-indol-3-yl)-1H-benzotriazol-1-yl]acetamide
-
-
2-[[(6-bromo-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
-
-
3-hydroxykynurenine
-
3-methyl-4-phenyl-1,2-oxazol-5-amine
-
-
3-[(4,9-dioxo-4,9-dihydro-1H-naphtho[2,3-d][1,2,3]triazol-1-yl)methyl]-N,N-diethylbenzamide
-
3-[(4,9-dioxo-4,9-dihydro-1H-naphtho[2,3-d][1,2,3]triazol-1-yl)methyl]benzoic acid
-
3-[5-(1H-indol-3-yl)-1H-benzotriazol-1-yl]propane-1,2-diol
-
-
3-[6-(1H-indol-3-yl)-1H-benzotriazol-1-yl]propane-1,2-diol
-
-
4-(1H-pyrazol-1-yl)-1,2-oxazol-5-amine
-
-
4-(3-chlorophenyl)-1,2-oxazol-5-amine
-
-
4-(3-chlorophenyl)-imidazole
-
-
4-(3-methoxyphenyl)-1,2-oxazol-5-amine
-
-
4-(3-methyl-1H-pyrazol-1-yl)-1,2-oxazol-5-amine
-
-
4-(4-chlorophenyl)-1,2-oxazol-5-amine
-
-
4-(4-fluoro-1H-pyrazol-1-yl)-1,2-oxazol-5-amine
-
-
4-(4-fluorophenyl)-1,2-oxazol-5-amine
-
-
4-(4-methyl-1H-pyrazol-1-yl)-1,2-oxazol-5-amine
-
-
4-(pyridin-2-yl)-1,2-oxazol-5-amine
-
-
4-(pyridin-3-yl)-1,2-oxazol-5-amine
-
-
4-(thiophen-2-yl)-1,2-oxazol-5-amine
-
-
4-(thiophen-3-yl)-1,2-oxazol-5-amine
-
-
4-([[(1S,2R)-2-hydroxycyclohexyl]methyl]amino)-1H-indazole-6-carboxylic acid
-
-
4-chlorophenyl-1,2,3-triazol-4-amine
-
-
4-cyclohexyl-1,2-oxazol-5-amine
-
-
4-cyclopentyl-1,2-oxazol-5-amine
-
-
4-phenyl-1,2-oxazol-5-amine
-
-
4-phenyl-1,2-thiazol-5-amine
-
-
4-phenylimidazole
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4-[(1Z)-2-[(6-bromo-1H-indazol-4-yl)amino]-N-hydroxyethanimidoyl]phenol
-
-
4-[(4,9-dioxo-4,9-dihydro-1H-naphtho[2,3-d][1,2,3]triazol-1-yl)methyl]-N,N-diethylbenzamide
-
4-[(4,9-dioxo-4,9-dihydro-1H-naphtho[2,3-d][1,2,3]triazol-1-yl)methyl]benzoic acid
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4-[[(6-bromo-1H-indazol-4-yl)amino]methyl]phenol
-
-
5-(1H-indol-3-yl)-1-(2,2,2-trifluoroethyl)-1H-benzotriazole
-
-
5-(1H-indol-3-yl)-1-methyl-1H-benzotriazol-4-amine
-
-
5-(1H-indol-3-yl)-1-methyl-1H-benzotriazole
-
-
5-(1H-indol-3-yl)-1-[(oxolan-2-yl)methyl]-1H-benzotriazole
-
-
5-(1H-indol-3-yl)-1-[(oxolan-3-yl)methyl]-1H-benzotriazole
-
-
5-(1H-indol-3-yl)-1-[(piperidin-4-yl)methyl]-1H-benzotriazole
-
-
5-(1H-indol-3-yl)-1-[2-(morpholin-4-yl)ethyl]-1H-benzotriazole
-
-
5-(1H-indol-3-yl)-1-[2-(piperazin-1-yl)ethyl]-1H-benzotriazole
-
-
5-(1H-indol-3-yl)-1-[2-(pyrrolidin-3-yl)ethyl]-1H-benzotriazole
-
-
5-(1H-indol-3-yl)-2-methyl-2H-benzotriazol-4-amine
-
-
5-(1H-indol-3-yl)-2-methyl-2H-benzotriazole
-
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5-(6-fluoro-1H-indol-3-yl)-1-methyl-1H-benzotriazole
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5-(6-fluoro-1H-indol-3-yl)-1-[2-(piperazin-1-yl)ethyl]-1H-benzotriazole
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5-phenyl-1,2,3-thiadiazol-4-amine
potent tryptophan 2,3-dioxygenase 2 inhibitor with modest selectivity over indolamine 2,3-dioxygenase 1 and with improved human whole blood stability
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6-(1H-indol-3-yl)-1-(2,2,2-trifluoroethyl)-1H-benzotriazole
-
-
6-(1H-indol-3-yl)-1-methyl-1H-benzotriazol-7-amine
-
-
6-(1H-indol-3-yl)-1-methyl-1H-[1,2,3]triazolo[4,5-b]pyridine
-
-
6-(1H-indol-3-yl)-1-methyl-7-nitro-1H-benzotriazole
-
-
6-(1H-indol-3-yl)-1-[(oxolan-2-yl)methyl]-1H-benzotriazole
-
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6-(1H-indol-3-yl)-1-[(oxolan-3-yl)methyl]-1H-benzotriazole
-
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6-(1H-indol-3-yl)-1-[(piperidin-4-yl)methyl]-1H-benzotriazole
-
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6-(1H-indol-3-yl)-1-[(pyrrolidin-3-yl)methyl]-1H-benzotriazole
-
-
6-(1H-indol-3-yl)-1-[2-(morpholin-4-yl)ethyl]-1H-benzotriazole
-
-
6-(1H-indol-3-yl)-1-[2-(piperazin-1-yl)ethyl]-1H-benzotriazole
-
-
6-(1H-indol-3-yl)-1H-benzotriazole
-
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6-(1H-indol-3-yl)-2-methyl-2H-[1,2,3]triazolo[4,5-b]pyridine
-
-
6-(1H-indol-3-yl)-3-methyl-3H-[1,2,3]triazolo[4,5-b]pyridine
-
-
6-(1H-indol-3-yl)isoquinoline
-
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6-(1H-indol-3-yl)quinazoline
-
-
6-bromo-1H-indazol-4-amine
-
-
6-bromo-N-(cyclohexylmethyl)-1H-indazol-4-amine
-
-
6-bromo-N-[(1,4-dioxaspiro[4.5]decan-6-yl)methyl]-1H-indazol-4-amine
-
-
6-bromo-N-[(1R,2R)-2-hydroxycyclohexyl]-1H-indazole-4-carboxamide
-
-
6-bromo-N-[(pyridin-2-yl)methyl]-1H-indazol-4-amine
-
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6-bromo-N-[(pyrrolidin-3-yl)methyl]-1H-indazol-4-amine
-
-
6-bromo-N-[[(1S,2S)-2-chlorocyclohexyl]methyl]-1H-indazol-4-amine
-
-
6-bromo-N-[[(2R)-piperidin-2-yl]methyl]-1H-indazol-4-amine
-
-
6-bromo-N-[[(2R)-pyrrolidin-2-yl]methyl]-1H-indazol-4-amine
-
-
6-bromo-N-[[(2S)-piperidin-2-yl]methyl]-1H-indazol-4-amine
-
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6-bromo-N-[[(2S)-pyrrolidin-2-yl]methyl]-1H-indazol-4-amine
-
-
6-fluoro-3-[(E)-2-(1H-tetrazol-5-yl)ethenyl]-1H-indole
-
-
6-fluoro-3-[(E)-2-(pyridin-3-yl)ethenyl]-1H-indole
-
-
7-(1H-indol-3-yl)-3,4-dihydroquinazolin-2(1H)-one
-
-
7-(1H-indol-3-yl)isoquinoline
-
-
7-(1H-indol-3-yl)quinazoline
-
-
8-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indolo[2,1-b]quinazoline-6,12-dione
-
-
8-fluoro-2-[(1H-1,2,3-triazol-1-yl)methyl]indolo[2,1-b]quinazoline-6,12-dione
-
-
8-fluoro-6,12-dioxo-6,12-dihydroindolo[2,1-b]quinazoline-2-carbaldehyde
-
-
ethyl (2E)-3-(8-fluoro-6,12-dioxo-6,12-dihydroindolo[2,1-b]quinazolin-2-yl)prop-2-enoate
-
-
isatin
-
mechanism of inhibition
methyl 1-[(8-fluoro-6,12-dioxo-6,12-dihydroindolo[2,1-b]quinazolin-2-yl)methyl]piperidine-3-carboxylate
-
-
methyl 1-[(8-fluoro-6,12-dioxo-6,12-dihydroindolo[2,1-b]quinazolin-2-yl)methyl]piperidine-4-carboxylate
-
-
methyl 1-[(8-fluoro-6,12-dioxo-6,12-dihydroindolo[2,1-b]quinazolin-2-yl)methyl]prolinate
-
-
methyl 4-([[(1S,2R)-2-hydroxycyclohexyl]methyl]amino)-1H-indazole-6-carboxylate
-
-
N-(3-bromo-4-fluorophenyl)-N'-hydroxy-4-[[2-(sulfamoylamino)ethyl]amino]-1,2,5-oxadiazole-3-carboximidamide
-
-
N-(4-[[(6-bromo-1H-indazol-4-yl)amino]methyl]cyclohexylidene)hydroxylamine
-
-
N-methyl-4-phenyl-1,2-oxazol-5-amine
-
-
N-[(azetidin-3-yl)methyl]-6-bromo-1H-indazol-4-amine
-
-
N-[[(1S,2R)-2-aminocyclohexyl]methyl]-6-bromo-1H-indazol-4-amine
-
-
N-[[(1S,2S)-2-aminocyclohexyl]methyl]-6-bromo-1H-indazol-4-amine
-
-
tert-butyl 3-[[(6-bromo-1H-indazol-4-yl)amino]methyl]pyrrolidine-1-carboxylate
-
-
[5-(1H-indol-3-yl)-1H-benzotriazol-1-yl]acetic acid
-
-
[6-(1H-indol-3-yl)-1H-benzotriazol-1-yl]acetic acid
-
-
additional information
-