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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

IC50 Value

IC50 Value on EC 1.13.11.11 - tryptophan 2,3-dioxygenase

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IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0004
(1R,2S)-2-([[6-(trifluoromethyl)-1H-indazol-4-yl]amino]methyl)cyclohexan-1-ol
Homo sapiens
22°C, pH 6.5
-
0.01124
(1R,2S)-2-[[(5-bromo-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
Homo sapiens
22°C, pH 6.5
-
0.03916
(1R,2S)-2-[[(5-bromo-1H-indazol-7-yl)amino]methyl]cyclohexan-1-ol
Homo sapiens
22°C, pH 6.5
-
0.08419
(1R,2S)-2-[[(5-chloro-1H-indazol-7-yl)amino]methyl]cyclohexan-1-ol
Homo sapiens
22°C, pH 6.5
-
0.03324
(1R,2S)-2-[[(6-bromo-1-methyl-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
Homo sapiens
22°C, pH 6.5
-
0.00004
(1R,2S)-2-[[(6-bromo-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
Homo sapiens
shows efficacy against the 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced mouse motor coordination deficits, comparable to Madopar, an anti-Parkinson's disease medicine, 22°C, pH 6.5
-
0.00019
(1R,2S)-2-[[(6-bromo-1H-indazol-4-yl)amino]methyl]cyclohexyl acetate
Homo sapiens
22°C, pH 6.5
-
0.00013
(1R,2S)-2-[[(6-chloro-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
Homo sapiens
22°C, pH 6.5
-
0.00041
(1R,2S)-2-[[(6-methyl-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
Homo sapiens
22°C, pH 6.5
-
0.00009
(1S,2R)-2-[[(6-bromo-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
Homo sapiens
22°C, pH 6.5
-
0.00003
(2E)-3-(8-fluoro-6,12-dioxo-6,12-dihydroindolo[2,1-b]quinazolin-2-yl)prop-2-enoic acid
Homo sapiens
pH and temperature not specified in the publication
-
0.0044
(4-phenyl-1,2-oxazol-5-yl)methanol
Homo sapiens
pH and temperature not specified in the publication
-
0.00121
(8-fluoro-6,12-dioxo-6,12-dihydroindolo[2,1-b]quinazolin-2-yl)boronic acid
Homo sapiens
pH and temperature not specified in the publication
-
0.000561
1-(2-methylbenzyl)-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione
Homo sapiens
pH 8.0, 37°C
0.000768
1-(3-bromobenzyl)-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione
Homo sapiens
pH 8.0, 37°C
0.000711
1-(3-chlorobenzyl)-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione
Homo sapiens
pH 8.0, 37°C
0.000059
1-(3-[(4-acetyl-1-piperazinyl)carbonyl]benzyl)-1H-naphtho-[2,3-d][1,2,3]triazole-4,9-dione
Homo sapiens
pH 8.0, 37°C
0.00003
1-(3-[(4-methyl-1-piperazinyl)carbonyl]benzyl)-1H-naphtho-[2,3-d][1,2,3]triazole-4,9-dione
Homo sapiens
pH 8.0, 37°C
0.001586
1-(4-bromobenzyl)-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione
Homo sapiens
pH 8.0, 37°C
0.00738
1-(4-fluorobenzyl)-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione
Homo sapiens
pH 8.0, 37°C
0.001088
1-(4-methylbenzyl)-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione
Homo sapiens
pH 8.0, 37°C
0.000176
1-(4-[(4-acetylpiperazin-1-yl)carbonyl]benzyl)-1H-naphtho-[2,3-d][1,2,3]triazole-4,9-dione
Homo sapiens
pH 8.0, 37°C
0.000209
1-(4-[(4-methoxypiperidin-1-yl)carbonyl]benzyl)-1Hnaphtho[2,3-d][1,2,3]triazole-4,9-dione
Homo sapiens
pH 8.0, 37°C
0.0135
1-(cyclopropylmethyl)-5-(1H-indol-3-yl)-1H-benzotriazole
Homo sapiens
37°C, pH 6.25
-
0.0039
1-(cyclopropylmethyl)-6-(1H-indol-3-yl)-1H-benzotriazole
Homo sapiens
37°C, pH 6.26
-
0.00015
1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethan-1-ol
Homo sapiens
22°C, pH 6.5
0.001745
1-[(3-methylphenyl)methyl]-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione
Homo sapiens
pH 8.0, 37°C
0.00646
1-[(4-chlorophenyl)methyl]-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione
Homo sapiens
pH 8.0, 37°C
0.00042
1-[(8-fluoro-6,12-dioxo-6,12-dihydroindolo[2,1-b]quinazolin-2-yl)methyl]piperidine-3-carboxylic acid
Homo sapiens
pH and temperature not specified in the publication
-
0.00045
1-[(8-fluoro-6,12-dioxo-6,12-dihydroindolo[2,1-b]quinazolin-2-yl)methyl]piperidine-4-carboxylic acid
Homo sapiens
pH and temperature not specified in the publication
-
0.00018
1-[(8-fluoro-6,12-dioxo-6,12-dihydroindolo[2,1-b]quinazolin-2-yl)methyl]proline
Homo sapiens
pH and temperature not specified in the publication
-
0.000048
1-[3-(4-morpholinylcarbonyl)benzyl]-1H-naphtho[2,3-d]-[1,2,3]triazole-4,9-dione
Homo sapiens
pH 8.0, 37°C
0.000116
1-[4-(morpholin-4-ylcarbonyl)benzyl]-1H-naphtho[2,3-d]-[1,2,3]triazole-4,9-dione
Homo sapiens
pH 8.0, 37°C
0.000108
1-[4-[(4-methylpiperazin-1-yl)carbonyl]benzyl]-1H-naphtho-[2,3-d][1,2,3]triazole-4,9-dione
Homo sapiens
pH 8.0, 37°C
0.000145
2-(4-[(4,9-dioxo-4,9-dihydro-1H-naphtho[2,3-d][1,2,3]-triazol-1-yl)methyl]phenyl)-N,N-diethylacetamide
Homo sapiens
pH 8.0, 37°C
0.00338
2-[(6-bromo-1H-indazol-4-yl)amino]-1-(3-chlorophenyl)ethan-1-ol
Homo sapiens
22°C, pH 6.5
-
0.1477
2-[(6-bromo-1H-indazol-4-yl)amino]-1-(4-hydroxyphenyl)ethan-1-one
Homo sapiens
22°C, pH 6.5
-
0.00204
2-[(6-bromo-1H-indazol-4-yl)amino]-2-(3-chlorophenyl)ethan-1-ol
Homo sapiens
22°C, pH 6.5
-
0.00033
2-[(6-bromo-1H-indazol-4-yl)amino]-2-phenylethan-1-ol
Homo sapiens
22°C, pH 6.5
-
0.0369
2-[5-(1H-indol-3-yl)-1H-benzotriazol-1-yl]-N,N-dimethylethan-1-amine
Homo sapiens
37°C, pH 6.31
-
0.00162
2-[5-(1H-indol-3-yl)-1H-benzotriazol-1-yl]acetamide
Homo sapiens
37°C, pH 6.27
-
0.0246
2-[6-(1H-indol-3-yl)-1H-benzotriazol-1-yl]-N,N-dimethylethan-1-amine
Homo sapiens
37°C, pH 6.32
-
0.00068
2-[6-(1H-indol-3-yl)-1H-benzotriazol-1-yl]acetamide
Homo sapiens
37°C, pH 6.28
-
0.00012
2-[[(6-bromo-1H-indazol-4-yl)amino]methyl]cyclohexan-1-ol
Homo sapiens
22°C, pH 6.5
-
0.025
3-methyl-4-phenyl-1,2-oxazol-5-amine
Homo sapiens
pH and temperature not specified in the publication
-
0.00009
3-[(4,9-dioxo-4,9-dihydro-1H-naphtho[2,3-d][1,2,3]triazol-1-yl)methyl]-N,N-diethylbenzamide
Homo sapiens
pH 8.0, 37°C
0.000167
3-[(4,9-dioxo-4,9-dihydro-1H-naphtho[2,3-d][1,2,3]triazol-1-yl)methyl]benzoic acid
Homo sapiens
pH 8.0, 37°C
0.017
3-[5-(1H-indol-3-yl)-1H-benzotriazol-1-yl]propane-1,2-diol
Homo sapiens
37°C, pH 6.46
-
0.0252
3-[6-(1H-indol-3-yl)-1H-benzotriazol-1-yl]propane-1,2-diol
Homo sapiens
37°C, pH 6.47
-
0.00029
4-(1H-pyrazol-1-yl)-1,2-oxazol-5-amine
Homo sapiens
pH and temperature not specified in the publication
-
0.0005
4-(3-chlorophenyl)-1,2-oxazol-5-amine
Homo sapiens
pH and temperature not specified in the publication
-
0.00033
4-(3-chlorophenyl)-imidazole
Homo sapiens
pH and temperature not specified in the publication
-
0.0031
4-(3-methoxyphenyl)-1,2-oxazol-5-amine
Homo sapiens
pH and temperature not specified in the publication
-
0.0016
4-(3-methyl-1H-pyrazol-1-yl)-1,2-oxazol-5-amine
Homo sapiens
pH and temperature not specified in the publication
-
0.00083
4-(4-chlorophenyl)-1,2-oxazol-5-amine
Homo sapiens
pH and temperature not specified in the publication
-
0.00034
4-(4-fluoro-1H-pyrazol-1-yl)-1,2-oxazol-5-amine
Homo sapiens
pH and temperature not specified in the publication
-
0.00058
4-(4-fluorophenyl)-1,2-oxazol-5-amine
Homo sapiens
pH and temperature not specified in the publication
-
0.0016
4-(4-methyl-1H-pyrazol-1-yl)-1,2-oxazol-5-amine
Homo sapiens
pH and temperature not specified in the publication
-
0.0017
4-(pyridin-2-yl)-1,2-oxazol-5-amine
Homo sapiens
pH and temperature not specified in the publication
-
0.0023
4-(pyridin-3-yl)-1,2-oxazol-5-amine
Homo sapiens
pH and temperature not specified in the publication
-
0.000029
4-(thiophen-2-yl)-1,2-oxazol-5-amine
Homo sapiens
pH and temperature not specified in the publication
-
0.000028
4-(thiophen-3-yl)-1,2-oxazol-5-amine
Homo sapiens
pH and temperature not specified in the publication
-
0.02702
4-([[(1S,2R)-2-hydroxycyclohexyl]methyl]amino)-1H-indazole-6-carboxylic acid
Homo sapiens
22°C, pH 6.5
-
0.00011
4-chlorophenyl-1,2,3-triazol-4-amine
Homo sapiens
pH and temperature not specified in the publication
-
0.0078
4-cyclohexyl-1,2-oxazol-5-amine
Homo sapiens
pH and temperature not specified in the publication
-
0.00064
4-cyclopentyl-1,2-oxazol-5-amine
Homo sapiens
pH and temperature not specified in the publication
-
0.00014
4-phenyl-1,2-oxazol-5-amine
Homo sapiens
pH and temperature not specified in the publication
-
0.018
4-phenyl-1,2-thiazol-5-amine
Homo sapiens
pH and temperature not specified in the publication
-
0.00048
4-phenylimidazole
Homo sapiens
pH and temperature not specified in the publication
0.01286
4-[(1Z)-2-[(6-bromo-1H-indazol-4-yl)amino]-N-hydroxyethanimidoyl]phenol
Homo sapiens
22°C, pH 6.5
-
0.000181
4-[(4,9-dioxo-4,9-dihydro-1H-naphtho[2,3-d][1,2,3]triazol-1-yl)methyl]-N,N-diethylbenzamide
Homo sapiens
pH 8.0, 37°C
0.000312
4-[(4,9-dioxo-4,9-dihydro-1H-naphtho[2,3-d][1,2,3]triazol-1-yl)methyl]benzoic acid
Homo sapiens
pH 8.0, 37°C
0.00185
4-[[(6-bromo-1H-indazol-4-yl)amino]methyl]phenol
Homo sapiens
22°C, pH 6.5
-
0.015
5-(1H-indol-3-yl)-1-(2,2,2-trifluoroethyl)-1H-benzotriazole
Homo sapiens
37°C, pH 6.23
-
0.00501
5-(1H-indol-3-yl)-1-methyl-1H-benzotriazol-4-amine
Homo sapiens
37°C, pH 6.17
-
0.00387
5-(1H-indol-3-yl)-1-methyl-1H-benzotriazole
Homo sapiens
37°C, pH 6.13
-
0.0369
5-(1H-indol-3-yl)-1-[(oxolan-2-yl)methyl]-1H-benzotriazole
Homo sapiens
37°C, pH 6.35
-
0.0441
5-(1H-indol-3-yl)-1-[(oxolan-3-yl)methyl]-1H-benzotriazole
Homo sapiens
37°C, pH 6.33
-
0.01773
5-(1H-indol-3-yl)-1-[(piperidin-4-yl)methyl]-1H-benzotriazole
Homo sapiens
37°C, pH 6.39
-
0.1186
5-(1H-indol-3-yl)-1-[2-(morpholin-4-yl)ethyl]-1H-benzotriazole
Homo sapiens
37°C, pH 6.37
-
0.0249
5-(1H-indol-3-yl)-1-[2-(piperazin-1-yl)ethyl]-1H-benzotriazole
Homo sapiens
37°C, pH 6.43
-
0.0261
5-(1H-indol-3-yl)-1-[2-(pyrrolidin-3-yl)ethyl]-1H-benzotriazole
Homo sapiens
37°C, pH 6.41
-
0.00385
5-(1H-indol-3-yl)-2-methyl-2H-benzotriazol-4-amine
Homo sapiens
37°C, pH 6.16
-
0.004
5-(1H-indol-3-yl)-2-methyl-2H-benzotriazole
Homo sapiens
37°C, pH 6.12
-
0.0011
5-(6-fluoro-1H-indol-3-yl)-1-methyl-1H-benzotriazole
Homo sapiens
37°C, pH 6.14
-
0.045
5-(6-fluoro-1H-indol-3-yl)-1-[2-(piperazin-1-yl)ethyl]-1H-benzotriazole
Homo sapiens
37°C, pH 6.44
-
0.0019
6-(1H-indol-3-yl)-1-(2,2,2-trifluoroethyl)-1H-benzotriazole
Homo sapiens
37°C, pH 6.24
-
0.00393
6-(1H-indol-3-yl)-1-methyl-1H-benzotriazol-7-amine
Homo sapiens
37°C, pH 6.18
-
0.00908
6-(1H-indol-3-yl)-1-methyl-1H-[1,2,3]triazolo[4,5-b]pyridine
Homo sapiens
37°C, pH 6.21
-
0.00132
6-(1H-indol-3-yl)-1-methyl-7-nitro-1H-benzotriazole
Homo sapiens
37°C, pH 6.22
-
0.0211
6-(1H-indol-3-yl)-1-[(oxolan-2-yl)methyl]-1H-benzotriazole
Homo sapiens
37°C, pH 6.36
-
0.0219
6-(1H-indol-3-yl)-1-[(oxolan-3-yl)methyl]-1H-benzotriazole
Homo sapiens
37°C, pH 6.34
-
0.02551
6-(1H-indol-3-yl)-1-[(piperidin-4-yl)methyl]-1H-benzotriazole
Homo sapiens
37°C, pH 6.40
-
0.04565
6-(1H-indol-3-yl)-1-[(pyrrolidin-3-yl)methyl]-1H-benzotriazole
Homo sapiens
37°C, pH 6.42
-
0.0526
6-(1H-indol-3-yl)-1-[2-(morpholin-4-yl)ethyl]-1H-benzotriazole
Homo sapiens
37°C, pH 6.38
-
0.0052
6-(1H-indol-3-yl)-1-[2-(piperazin-1-yl)ethyl]-1H-benzotriazole
Homo sapiens
37°C, pH 6.45
-
0.002 - 0.00602
6-(1H-indol-3-yl)-1H-benzotriazole
-
0.01306
6-(1H-indol-3-yl)-2-methyl-2H-[1,2,3]triazolo[4,5-b]pyridine
Homo sapiens
37°C, pH 6.19
-
0.00783
6-(1H-indol-3-yl)-3-methyl-3H-[1,2,3]triazolo[4,5-b]pyridine
Homo sapiens
37°C, pH 6.20
-
0.0049 - 0.0066
6-(1H-indol-3-yl)isoquinoline
Homo sapiens
37°C, pH 6.7
-
0.0128 - 0.0169
6-(1H-indol-3-yl)quinazoline
Homo sapiens
37°C, pH 6.8
-
0.0017
6-bromo-1H-indazol-4-amine
Homo sapiens
22°C, pH 6.5
-
0.00086
6-bromo-N-(cyclohexylmethyl)-1H-indazol-4-amine
Homo sapiens
22°C, pH 6.5
-
0.00204
6-bromo-N-[(1,4-dioxaspiro[4.5]decan-6-yl)methyl]-1H-indazol-4-amine
Homo sapiens
22°C, pH 6.5
-
0.05841
6-bromo-N-[(1R,2R)-2-hydroxycyclohexyl]-1H-indazole-4-carboxamide
Homo sapiens
22°C, pH 6.5
-
0.00311
6-bromo-N-[(pyridin-2-yl)methyl]-1H-indazol-4-amine
Homo sapiens
22°C, pH 6.5
-
0.01044
6-bromo-N-[(pyrrolidin-3-yl)methyl]-1H-indazol-4-amine
Homo sapiens
22°C, pH 6.5
-
0.00022
6-bromo-N-[[(1S,2S)-2-chlorocyclohexyl]methyl]-1H-indazol-4-amine
Homo sapiens
22°C, pH 6.5
-
0.00185
6-bromo-N-[[(2R)-piperidin-2-yl]methyl]-1H-indazol-4-amine
Homo sapiens
22°C, pH 6.5
-
0.00745
6-bromo-N-[[(2R)-pyrrolidin-2-yl]methyl]-1H-indazol-4-amine
Homo sapiens
22°C, pH 6.5
-
0.00606
6-bromo-N-[[(2S)-piperidin-2-yl]methyl]-1H-indazol-4-amine
Homo sapiens
22°C, pH 6.5
-
0.00417
6-bromo-N-[[(2S)-pyrrolidin-2-yl]methyl]-1H-indazol-4-amine
Homo sapiens
22°C, pH 6.5
-
0.0061 - 0.0087
6-fluoro-3-[(E)-2-(1H-tetrazol-5-yl)ethenyl]-1H-indole
Homo sapiens
37°C, pH 6.5
-
0.0127 - 0.0229
7-(1H-indol-3-yl)-3,4-dihydroquinazolin-2(1H)-one
Homo sapiens
37°C, pH 6.10
-
0.0056 - 0.0071
7-(1H-indol-3-yl)isoquinoline
Homo sapiens
37°C, pH 6.6
-
0.0212 - 0.0326
7-(1H-indol-3-yl)quinazoline
Homo sapiens
37°C, pH 6.9
-
0.00602
8-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indolo[2,1-b]quinazoline-6,12-dione
Homo sapiens
pH and temperature not specified in the publication
-
0.00113
8-fluoro-2-[(1H-1,2,3-triazol-1-yl)methyl]indolo[2,1-b]quinazoline-6,12-dione
Homo sapiens
pH and temperature not specified in the publication
-
0.00006
8-fluoro-6,12-dioxo-6,12-dihydroindolo[2,1-b]quinazoline-2-carbaldehyde
Homo sapiens
pH and temperature not specified in the publication
-
0.00037
ethyl (2E)-3-(8-fluoro-6,12-dioxo-6,12-dihydroindolo[2,1-b]quinazolin-2-yl)prop-2-enoate
Homo sapiens
pH and temperature not specified in the publication
-
0.00287
methyl 1-[(8-fluoro-6,12-dioxo-6,12-dihydroindolo[2,1-b]quinazolin-2-yl)methyl]piperidine-3-carboxylate
Homo sapiens
pH and temperature not specified in the publication
-
0.00099
methyl 1-[(8-fluoro-6,12-dioxo-6,12-dihydroindolo[2,1-b]quinazolin-2-yl)methyl]piperidine-4-carboxylate
Homo sapiens
pH and temperature not specified in the publication
-
0.0003
methyl 1-[(8-fluoro-6,12-dioxo-6,12-dihydroindolo[2,1-b]quinazolin-2-yl)methyl]prolinate
Homo sapiens
pH and temperature not specified in the publication
-
0.01259
methyl 4-([[(1S,2R)-2-hydroxycyclohexyl]methyl]amino)-1H-indazole-6-carboxylate
Homo sapiens
22°C, pH 6.5
-
0.00777
N-(3-bromo-4-fluorophenyl)-N'-hydroxy-4-[[2-(sulfamoylamino)ethyl]amino]-1,2,5-oxadiazole-3-carboximidamide
Homo sapiens
22°C, pH 6.5
-
0.00045
N-(4-[[(6-bromo-1H-indazol-4-yl)amino]methyl]cyclohexylidene)hydroxylamine
Homo sapiens
22°C, pH 6.5
-
0.00019
N-methyl-4-phenyl-1,2-oxazol-5-amine
Homo sapiens
pH and temperature not specified in the publication
-
0.04487
N-[(azetidin-3-yl)methyl]-6-bromo-1H-indazol-4-amine
Homo sapiens
22°C, pH 6.5
-
0.00036
N-[[(1S,2R)-2-aminocyclohexyl]methyl]-6-bromo-1H-indazol-4-amine
Homo sapiens
22°C, pH 6.5
-
0.00091
N-[[(1S,2S)-2-aminocyclohexyl]methyl]-6-bromo-1H-indazol-4-amine
Homo sapiens
22°C, pH 6.5
-
0.00136
tert-butyl 3-[[(6-bromo-1H-indazol-4-yl)amino]methyl]pyrrolidine-1-carboxylate
Homo sapiens
22°C, pH 6.5
-
0.1738
[5-(1H-indol-3-yl)-1H-benzotriazol-1-yl]acetic acid
Homo sapiens
37°C, pH 6.29
-
0.1045
[6-(1H-indol-3-yl)-1H-benzotriazol-1-yl]acetic acid
Homo sapiens
37°C, pH 6.30
-
additional information
additional information
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