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Literature summary extracted from

  • Kumar, S.; Malachowski, W.P.; DuHadaway, J.B.; LaLonde, J.M.; Carroll, P.J.; Jaller, D.; Metz, R.; Prendergast, G.C.; Muller, A.J.
    Indoleamine 2,3-dioxygenase is the anticancer target for a novel series of potent naphthoquinone-based inhibitors (2008), J. Med. Chem., 51, 1706-1718.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.13.11.52
-
 Homo sapiens

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.13.11.52 (3R,4S and 3S,4R)-3-bromo-4-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 (3R,4S and 3S,4R)-3-hydroxy-2,2-dimethyl-4-morpholino-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 (3R,4S and 3S,4R)-3-hydroxy-4-methoxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 (3R,4S and 3S,4R)-4-(allylamino)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 (3R,4S and 3S,4R)-4-(benzylamino)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 (3R,4S and 3S,4R)-4-(benzylthio)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 (3R,4S and 3S,4R)-4-(butylamino)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 (3S,4S and 3R,4R)-3,4-dihydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione alpha-lapachone Homo sapiens
1.13.11.52 (3S,4S and 3R,4R)-3-hydroxy-2,2-dimethyl-4-morpholino-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 (3S,4S and 3R,4R)-3-hydroxy-4-methoxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 (3S,4S and 3R,4R)-4-(allylamino)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 (3S,4S and 3R,4R)-4-(benzylamino)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 (3S,4S and 3R,4R)-4-(benzyloxy)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 (3S,4S and 3R,4R)-4-(benzylthio)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 (3S,4S)-4-(benzylamino)-3,9-dihydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 (3S,4S)-4-(butylamino)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 (S)-2-amino-5-((R)-1-(carboxymethylamino)-3-(1,4-dihydroxy-3-methylnaphthalen-2-ylthio)-1-oxopropan-2-ylamino)-5-oxopentanoic acid
-
 Homo sapiens
1.13.11.52 (S)-2-amino-5-((R)-1-(carboxymethylamino)-3-(3-methyl-1,4-dioxo-1,4-dihydronaphthalen-2-ylthio)-1-oxopropan-2-ylamino)-5-oxopentanoic acid
-
 Homo sapiens
1.13.11.52 1,2-naphthoquinone
-
 Homo sapiens
1.13.11.52 1,4-naphtho-quinone
-
 Homo sapiens
1.13.11.52 1-Methyltryptophan
-
 Homo sapiens
1.13.11.52 2,2-dimethyl-2H-benzo[g]chromene-5,10-dione dehydro-alpha-lapachone Homo sapiens
1.13.11.52 2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 2,2-dimethyl-3,4-epoxy-2H-naphtho[2,3-b]pyran-5,10-dione
-
 Homo sapiens
1.13.11.52 2,3-dichloro-1,4-naphthoquinone
-
 Homo sapiens
1.13.11.52 2-Hydroxy-1,4-naphthoquinone
-
 Homo sapiens
1.13.11.52 2-methoxy-1,4-naphthoquinone
-
 Homo sapiens
1.13.11.52 2-methyl-1,4-naphthoquinone
-
 Homo sapiens
1.13.11.52 5-hydroxy-1,4-naphthoquinone
-
 Homo sapiens
1.13.11.52 6-hydroxy-2,2-dimethyl-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 6-methoxy-2,2-dimethyl-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 7-hydroxy-2,2-dimethyl-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 7-methoxy-2,2-dimethyl-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 8-hydroxy-2,2-dimethyl-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 8-methoxy-2,2-dimethyl-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 9-hydroxy-2,2-dimethyl-2H-benzo[g]chromene-5,10-dione alpha-caryopterone Homo sapiens
1.13.11.52 9-methoxy-2,2-dimethyl-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 annulin B
-
 Homo sapiens
1.13.11.52 methyl 2-methyl-5,10-dioxo-5,10-dihydro-2H-benzo[g]chromene-2-carboxylate
-
 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
-
 Homo sapiens

Subunits

EC Number Subunits Comment Organism
1.13.11.52 monomer
-
 Homo sapiens

Synonyms

EC Number Synonyms Comment Organism
1.13.11.52 indoleamine 2,3-dioxygenase
-
 Homo sapiens

Cofactor

EC Number Cofactor Comment Organism Structure
1.13.11.52 heme
-
 Homo sapiens

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.13.11.52 0.000061
-
 (3R,4S and 3S,4R)-4-(butylamino)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 0.000066
-
 (3S,4S)-4-(benzylamino)-3,9-dihydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 0.00007
-
 (3S,4S and 3R,4R)-4-(benzylamino)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
-
 Homo sapiens
1.13.11.52 0.00012
-
 annulin B
-
 Homo sapiens
1.13.11.52 0.034
-
 1-Methyltryptophan
-
 Homo sapiens

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.13.11.52 0.000055
-
-
 Homo sapiens (3S,4S and 3R,4R)-4-(benzylamino)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.000082
-
-
 Homo sapiens (3R,4S and 3S,4R)-4-(butylamino)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.000121
-
 alpha-caryopterone Homo sapiens 9-hydroxy-2,2-dimethyl-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.00013
-
-
 Homo sapiens (3S,4S)-4-(butylamino)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.000183
-
-
 Homo sapiens (3R,4S and 3S,4R)-4-(allylamino)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.000186
-
-
 Homo sapiens (3S,4S and 3R,4R)-4-(allylamino)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.00019
-
-
 Homo sapiens 6-hydroxy-2,2-dimethyl-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.000214
-
 dehydro-alpha-lapachone Homo sapiens 2,2-dimethyl-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.000247
-
-
 Homo sapiens methyl 2-methyl-5,10-dioxo-5,10-dihydro-2H-benzo[g]chromene-2-carboxylate
1.13.11.52 0.000252
-
-
 Homo sapiens (3R,4S and 3S,4R)-4-(benzylamino)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.00028
-
-
 Homo sapiens 2,3-dichloro-1,4-naphthoquinone
1.13.11.52 0.00034
-
-
 Homo sapiens (S)-2-amino-5-((R)-1-(carboxymethylamino)-3-(1,4-dihydroxy-3-methylnaphthalen-2-ylthio)-1-oxopropan-2-ylamino)-5-oxopentanoic acid
1.13.11.52 0.000361
-
-
 Homo sapiens (3R,4S and 3S,4R)-3-hydroxy-2,2-dimethyl-4-morpholino-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.000512
-
-
 Homo sapiens (3R,4S and 3S,4R)-3-bromo-4-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.00072
-
-
 Homo sapiens 2-methoxy-1,4-naphthoquinone
1.13.11.52 0.00088
-
-
 Homo sapiens (S)-2-amino-5-((R)-1-(carboxymethylamino)-3-(3-methyl-1,4-dioxo-1,4-dihydronaphthalen-2-ylthio)-1-oxopropan-2-ylamino)-5-oxopentanoic acid
1.13.11.52 0.000933
-
-
 Homo sapiens 8-methoxy-2,2-dimethyl-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.000976
-
-
 Homo sapiens (3S,4S and 3R,4R)-3-hydroxy-4-methoxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.00099
-
-
 Homo sapiens 1,4-naphtho-quinone
1.13.11.52 0.001
-
-
 Homo sapiens 5-hydroxy-1,4-naphthoquinone
1.13.11.52 0.00109
-
-
 Homo sapiens (3S,4S and 3R,4R)-4-(benzyloxy)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.0011
-
-
 Homo sapiens 2-methyl-1,4-naphthoquinone
1.13.11.52 0.0011
-
-
 Homo sapiens (3S,4S and 3R,4R)-3-hydroxy-2,2-dimethyl-4-morpholino-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.0015
-
 alpha-lapachone Homo sapiens (3S,4S and 3R,4R)-3,4-dihydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.00205
-
-
 Homo sapiens 8-hydroxy-2,2-dimethyl-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.00212
-
-
 Homo sapiens (3S,4S and 3R,4R)-4-(benzylthio)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.00213
-
-
 Homo sapiens 6-methoxy-2,2-dimethyl-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.00292
-
-
 Homo sapiens 9-methoxy-2,2-dimethyl-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.00302
-
-
 Homo sapiens 7-methoxy-2,2-dimethyl-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.00345
-
-
 Homo sapiens (3R,4S and 3S,4R)-4-(benzylthio)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.00396
-
-
 Homo sapiens (3R,4S and 3S,4R)-3-hydroxy-4-methoxy-2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.00434
-
-
 Homo sapiens 2,2-dimethyl-3,4-dihydro-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.00495
-
-
 Homo sapiens 2,2-dimethyl-3,4-epoxy-2H-naphtho[2,3-b]pyran-5,10-dione
1.13.11.52 0.00552
-
-
 Homo sapiens 7-hydroxy-2,2-dimethyl-2H-benzo[g]chromene-5,10-dione
1.13.11.52 0.0071
-
-
 Homo sapiens 1,2-naphthoquinone
1.13.11.52 0.675
-
-
 Homo sapiens 2-Hydroxy-1,4-naphthoquinone