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Literature summary extracted from

  • Roehrig, U.F.; Awad, L.; Grosdidier, A.; Larrieu, P.; Stroobant, V.; Colau, D.; Cerundolo, V.; Simpson, A.J.; Vogel, P.; Van den Eynde, B.J.; Zoete, V.; Michielin, O.
    Rational design of indoleamine 2,3-dioxygenase inhibitors (2010), J. Med. Chem., 53, 1172-1189.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.13.11.52 expressed in Escherichia coli BL21 AI cells Homo sapiens

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.13.11.52 (3-hydroxyphenyl)(phenyl)methanone
-
 Homo sapiens
1.13.11.52 (4E,4'E)-4,4'-bis(isopropylimino)-2,2'-binaphthyl-1,1'-(4H,4'H)-dione
-
 Homo sapiens
1.13.11.52 (4E,4'E)-4,4'-bis(pentan-3-ylimino)-2,2'-binaphthyl-1,1'-(4H,4'H)-dione
-
 Homo sapiens
1.13.11.52 (E)-4-(isopropylimino)-2-methylnaphthalen-1(4H)-one
-
 Homo sapiens
1.13.11.52 (R)-2-amino-N-(4-hydroxynaphth-1-yl)propanamide
-
 Homo sapiens
1.13.11.52 (S)-2-amino-N-(4-hydroxynaphth-1-yl)propanamide
-
 Homo sapiens
1.13.11.52 1-(1,3-benzothiazol-2-ylsulfanyl)-N,N-dimethylmethanamine
-
 Homo sapiens
1.13.11.52 1-methyl-L-tryptophan
-
 Homo sapiens
1.13.11.52 2-amino-3-hydroxy-N-(4-hydroxynaphthalen-1-yl)propanamide
-
 Homo sapiens
1.13.11.52 2-amino-N-(4-hydroxynaphth-1-yl)acetamide
-
 Homo sapiens
1.13.11.52 2-mercaptobenzothiazole
-
 Homo sapiens
1.13.11.52 2-phenoxyaniline
-
 Homo sapiens
1.13.11.52 3-(1H-1,2,3-triazol-5-yl)pyridine
-
 Homo sapiens
1.13.11.52 4-(1H-1,2,3-triazol-5-yl)pyridine
-
 Homo sapiens
1.13.11.52 4-(2-(diethylamino)ethylamino)-1-naphthol
-
 Homo sapiens
1.13.11.52 4-(2-hydroxyethoxy)-1-naphthol
-
 Homo sapiens
1.13.11.52 4-(benzylamino)-1-naphthol
-
 Homo sapiens
1.13.11.52 4-(cyclohexylamino)-1-naphthol
-
 Homo sapiens
1.13.11.52 4-(dimethylamino)naphthalen-1-ol
-
 Homo sapiens
1.13.11.52 4-(ethylamino)-1-naphthol
-
 Homo sapiens
1.13.11.52 4-(isobutylamino)-1-naphthol
-
 Homo sapiens
1.13.11.52 4-(isopropylamino)-1-naphthol
-
 Homo sapiens
1.13.11.52 4-(methylamino)naphthalen-1-ol
-
 Homo sapiens
1.13.11.52 4-(pent-3-ylamino)-1-naphthol
-
 Homo sapiens
1.13.11.52 4-(propylamino)-1-naphthol
-
 Homo sapiens
1.13.11.52 4-(tert-butylamino)naphthalen-1-ol
-
 Homo sapiens
1.13.11.52 4-amino-1-naphthol
-
 Homo sapiens
1.13.11.52 4-hydroxycarbazole
-
 Homo sapiens
1.13.11.52 4-methoxy-1-naphthylamine
-
 Homo sapiens
1.13.11.52 4-phenyl-1,3-thiazol-2-amine
-
 Homo sapiens
1.13.11.52 4-phenyl-1,3-thiazole-2-thiol
-
 Homo sapiens
1.13.11.52 5-(ethylamino)quinolin-8-ol
-
 Homo sapiens
1.13.11.52 5-(isopropylamino)quinolin-8-ol
-
 Homo sapiens
1.13.11.52 5-amino-8-hydroxyquinoline
-
 Homo sapiens
1.13.11.52 5-chloro-1,3-benzothiazole-2(3H)-thione
-
 Homo sapiens
1.13.11.52 5-phenyl-1H-1,2,3-triazole
-
 Homo sapiens
1.13.11.52 9-fluorenone
-
 Homo sapiens
1.13.11.52 9-hydroxyfluorene
-
 Homo sapiens
1.13.11.52 annulin B
-
 Homo sapiens
1.13.11.52 benzophenone
-
 Homo sapiens
1.13.11.52 brassinin
-
 Homo sapiens
1.13.11.52 Dichlorophene
-
 Homo sapiens
1.13.11.52 exiguamine A
-
 Homo sapiens
1.13.11.52 additional information not inhibited by 1-methyl-D-tryptophan Homo sapiens
1.13.11.52 N,N-dimethyl-1-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]methanamine
-
 Homo sapiens
1.13.11.52 N-(4-hydroxy-1-naphthyl)ethane-1,2-diaminium chloride
-
 Homo sapiens
1.13.11.52 N-(4-hydroxy-1-naphthyl)propane-1,3-diaminium chloride
-
 Homo sapiens
1.13.11.52 N-(4-hydroxynaphthalen-1-yl)pyrrolidine-2-carboxamide
-
 Homo sapiens
1.13.11.52 N-phenyl-p-phenylenediamine
-
 Homo sapiens
1.13.11.52 naphthalene-1,4-diol
-
 Homo sapiens
1.13.11.52 primaquine
-
 Homo sapiens
1.13.11.52 quinolin-8-ol
-
 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
-
 ?
1.13.11.52 serotonin + O2 Homo sapiens
-
 ?
-
 ?
1.13.11.52 tryptamine + O2 Homo sapiens
-
 ?
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.13.11.52 Homo sapiens P14902
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.13.11.52 IMAC nickel affinity column chromatography 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
-
 ?
1.13.11.52 serotonin + O2
-
 Homo sapiens ?
-
 ?
1.13.11.52 tryptamine + O2
-
 Homo sapiens ?
-
 ?

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 0.0002
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens (E)-4-(isopropylimino)-2-methylnaphthalen-1(4H)-one
1.13.11.52 0.00045
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens (4E,4'E)-4,4'-bis(isopropylimino)-2,2'-binaphthyl-1,1'-(4H,4'H)-dione
1.13.11.52 0.00052
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens (4E,4'E)-4,4'-bis(pentan-3-ylimino)-2,2'-binaphthyl-1,1'-(4H,4'H)-dione
1.13.11.52 0.0015
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens naphthalene-1,4-diol
1.13.11.52 0.0025
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 4-(isopropylamino)-1-naphthol
1.13.11.52 0.0025
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 4-(benzylamino)-1-naphthol
1.13.11.52 0.003
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 4-amino-1-naphthol
1.13.11.52 0.003
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 5-amino-8-hydroxyquinoline
1.13.11.52 0.003
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 4-(2-(diethylamino)ethylamino)-1-naphthol
1.13.11.52 0.0035
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 4-(pent-3-ylamino)-1-naphthol
1.13.11.52 0.004
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 4-(tert-butylamino)naphthalen-1-ol
1.13.11.52 0.0045
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 4-(propylamino)-1-naphthol
1.13.11.52 0.005
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 4-(1H-1,2,3-triazol-5-yl)pyridine
1.13.11.52 0.005
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens N-(4-hydroxy-1-naphthyl)propane-1,3-diaminium chloride
1.13.11.52 0.0055
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 4-methoxy-1-naphthylamine
1.13.11.52 0.0125
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 4-(methylamino)naphthalen-1-ol
1.13.11.52 0.0125
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 4-(2-hydroxyethoxy)-1-naphthol
1.13.11.52 0.015
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 5-(isopropylamino)quinolin-8-ol
1.13.11.52 0.015
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 4-(cyclohexylamino)-1-naphthol
1.13.11.52 0.016
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 4-(ethylamino)-1-naphthol
1.13.11.52 0.025
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 4-(isobutylamino)-1-naphthol
1.13.11.52 0.04
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 5-(ethylamino)quinolin-8-ol
1.13.11.52 0.044
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens N-(4-hydroxy-1-naphthyl)ethane-1,2-diaminium chloride
1.13.11.52 0.05
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens primaquine
1.13.11.52 0.05
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 2-mercaptobenzothiazole
1.13.11.52 0.05
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 5-chloro-1,3-benzothiazole-2(3H)-thione
1.13.11.52 0.05
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 1-(1,3-benzothiazol-2-ylsulfanyl)-N,N-dimethylmethanamine
1.13.11.52 0.05
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 4-phenyl-1,3-thiazole-2-thiol
1.13.11.52 0.06
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 5-phenyl-1H-1,2,3-triazole
1.13.11.52 0.06
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens (S)-2-amino-N-(4-hydroxynaphth-1-yl)propanamide
1.13.11.52 0.07
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens Dichlorophene
1.13.11.52 0.09
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens (R)-2-amino-N-(4-hydroxynaphth-1-yl)propanamide
1.13.11.52 0.105
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 2-amino-N-(4-hydroxynaphth-1-yl)acetamide
1.13.11.52 0.2
-
 IC50 above 0.2 mM, in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 9-fluorenone
1.13.11.52 0.2
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens N-(4-hydroxynaphthalen-1-yl)pyrrolidine-2-carboxamide
1.13.11.52 0.4
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens N-phenyl-p-phenylenediamine
1.13.11.52 0.4
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 2-amino-3-hydroxy-N-(4-hydroxynaphthalen-1-yl)propanamide
1.13.11.52 0.4
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 4-hydroxycarbazole
1.13.11.52 0.5
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens (3-hydroxyphenyl)(phenyl)methanone
1.13.11.52 0.68
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 3-(1H-1,2,3-triazol-5-yl)pyridine
1.13.11.52 0.75
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens quinolin-8-ol
1.13.11.52 1
-
 IC50 above 1.0 mM, in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 9-hydroxyfluorene
1.13.11.52 1
-
 IC50 above 1.0 mM, in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens N,N-dimethyl-1-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]methanamine
1.13.11.52 1
-
 IC50 above 1.0 mM, in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 2-phenoxyaniline
1.13.11.52 1
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens benzophenone
1.13.11.52 1
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 4-phenyl-1,3-thiazol-2-amine
1.13.11.52 1
-
 in potassium phosphate buffer (100 mM, pH 6.5) ascorbic acid (20 mM), catalase (200 units/ml), methylene blue (0.01 mM), at 37°C Homo sapiens 4-(dimethylamino)naphthalen-1-ol

General Information

EC Number General Information Comment Organism
1.13.11.52 metabolism IDO catalyzes the initial and rate-limiting step in the catabolism of tryptophan along the kynurenine pathway Homo sapiens