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Literature summary for 3.4.11.3 extracted from

  • Mountford, S.J.; Albiston, A.L.; Charman, W.N.; Ng, L.; Holien, J.K.; Parker, M.W.; Nicolazzo, J.A.; Thompson, P.E.; Chai, S.Y.
    Synthesis, structure-activity relationships and brain uptake of a novel series of benzopyran inhibitors of insulin-regulated aminopeptidase (2014), J. Med. Chem., 57, 1368-1377.
    View publication on PubMed
Search for more literature for 3.4.11.3

Inhibitors

Inhibitors Comment Organism Structure
2-amino-4-(3,4-dimethoxyphenyl)-7-hydroxy-4H-chromene-3-carbonitrile
-
 Homo sapiens
2-amino-4-(3,5-dimethoxyphenyl)-7-hydroxy-4H-chromene-3-carbonitrile
-
 Homo sapiens
2-amino-4-[4-(dimethylamino)phenyl]-7-hydroxy-4H-chromene-3-carbonitrile
-
 Homo sapiens
2-amino-7-hydroxy-4-(3,4,5-trimethoxyphenyl)-4H-chromene-3-carbonitrile
-
 Homo sapiens
2-amino-7-hydroxy-4-(3-methoxyphenyl)-4H-chromene-3-carbonitrile
-
 Homo sapiens
2-amino-7-hydroxy-4-(4-methoxyphenyl)-4H-chromene-3-carbonitrile
-
 Homo sapiens
2-amino-7-hydroxy-4-(pyridin-4-yl)-4H-chromene-3-carbonitrile
-
 Homo sapiens
2-methoxyethyl 2-amino-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate
-
 Homo sapiens
benzyl 2-amino-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate
-
 Homo sapiens
butyl 2-amino-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate
-
 Homo sapiens
cyclohexylmethyl 2-amino-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate 50% inhibition at 100 microM Homo sapiens
ethyl 2,7-diamino-4-(pyridin-3-yl)-4H-chromene-3-carboxylate 50% inhibition at 100 microM Homo sapiens
ethyl 2-(acetylamino)-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-(acetylamino)-7-hydroxy-4-(quinolin-3-yl)-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-4-(2,4-dichloropyridin-3-yl)-7-hydroxy-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-4-(2-cyanophenyl)-7-hydroxy-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-4-(3,4-dimethoxyphenyl)-7-hydroxy-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-4-(3-chlorophenyl)-7-hydroxy-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-4-(3-cyanophenyl)-7-hydroxy-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-4-(4-bromophenyl)-7-hydroxy-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-4-(4-chlorophenyl)-7-hydroxy-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-4-(4-cyanophenyl)-7-hydroxy-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-4-(5,8-dihydroquinolin-2-yl)-7-hydroxy-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-4-(pyridin-3-yl)-4H-benzo[g]chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-4-(pyridin-3-yl)-4H-benzo[h]chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-4-[4-(dimethylamino)phenyl]-7-hydroxy-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-6-bromo-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate 50% inhibition at 100 microM Homo sapiens
ethyl 2-amino-6-chloro-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-7-(dimethylamino)-4-(pyridin-3-yl)-4H-chromene-3-carboxylate 50% inhibition at 100 microM Homo sapiens
ethyl 2-amino-7-(formyloxy)-4-(pyridin-3-yl)-4H-chromene-3-carboxylate 50% inhibition at 100 microM Homo sapiens
ethyl 2-amino-7-hydroxy-4-(1,3-thiazol-2-yl)-4H-chromene-3-carboxylate 50% inhibition at 100 microM Homo sapiens
ethyl 2-amino-7-hydroxy-4-(2-nitrophenyl)-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-7-hydroxy-4-(4-methylphenyl)-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-7-hydroxy-4-(4-nitrophenyl)-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-7-hydroxy-4-(pyridin-2-yl)-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-7-hydroxy-4-(pyridin-4-yl)-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-7-hydroxy-4-(quinolin-3-yl)-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-7-hydroxy-4-(quinolin-4-yl)-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-7-hydroxy-4-(thiophen-2-yl)-4H-chromene-3-carboxylate 50% inhibition at 100 microM Homo sapiens
ethyl 2-amino-7-hydroxy-4-phenyl-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-7-hydroxy-4-[4-(pyridin-2-yl)phenyl]-4H-chromene-3-carboxylate
-
 Homo sapiens
ethyl 2-amino-7-methoxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate 50% inhibition at 100 microM Homo sapiens
ethyl 2-amino-8-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate
-
 Homo sapiens
methyl 2-amino-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate
-
 Homo sapiens
propyl 2-amino-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate
-
 Homo sapiens
tert-butyl 2-amino-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate
-
 Homo sapiens
[2-amino-7-hydroxy-4-(pyridin-3-yl)-4H-chromen-3-yl](phenyl)methanone 50% inhibition at 100 microM Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
Leu-4-methylcoumaryl-7-amide + H2O
-
 Homo sapiens Leu + 7-amino-4-methylcoumarin
-
 ?

Synonyms

Synonyms Comment Organism
IRAP
-
 Homo sapiens

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
 assay at Homo sapiens

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.4
-
 assay at Homo sapiens

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00003
-
 ethyl 2-(acetylamino)-7-hydroxy-4-(quinolin-3-yl)-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.00036
-
 ethyl 2-amino-7-hydroxy-4-(quinolin-3-yl)-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.00048
-
 ethyl 2-(acetylamino)-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.0009
-
 ethyl 2-amino-7-hydroxy-4-(quinolin-4-yl)-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.0016
-
 propyl 2-amino-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.0017
-
 benzyl 2-amino-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.0018
-
 ethyl 2-amino-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.0026
-
 butyl 2-amino-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.0029
-
 ethyl 2-amino-7-hydroxy-4-(pyridin-2-yl)-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.003
-
 ethyl 2-amino-4-(5,8-dihydroquinolin-2-yl)-7-hydroxy-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.0032
-
 ethyl 2-amino-4-(3-cyanophenyl)-7-hydroxy-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.0037
-
 ethyl 2-amino-7-hydroxy-4-(pyridin-4-yl)-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.004
-
 2-methoxyethyl 2-amino-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.0049
-
 methyl 2-amino-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.0053
-
 ethyl 2-amino-4-[4-(dimethylamino)phenyl]-7-hydroxy-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.0056
-
 ethyl 2-amino-6-chloro-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.0062
-
 ethyl 2-amino-4-(3,4-dimethoxyphenyl)-7-hydroxy-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.0077
-
 ethyl 2-amino-7-hydroxy-4-(4-nitrophenyl)-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.0098
-
 ethyl 2-amino-8-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.011
-
 ethyl 2-amino-4-(4-cyanophenyl)-7-hydroxy-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.0119
-
 tert-butyl 2-amino-7-hydroxy-4-(pyridin-3-yl)-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.014
-
 ethyl 2-amino-4-(2,4-dichloropyridin-3-yl)-7-hydroxy-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.035
-
 ethyl 2-amino-4-(3-chlorophenyl)-7-hydroxy-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.042
-
 ethyl 2-amino-7-hydroxy-4-(2-nitrophenyl)-4H-chromene-3-carboxylate pH 7.4, 37°C Homo sapiens
0.05
-
 2-amino-4-(3,4-dimethoxyphenyl)-7-hydroxy-4H-chromene-3-carbonitrile pH 7.4, 37°C Homo sapiens
0.1
-
 2-amino-7-hydroxy-4-(4-methoxyphenyl)-4H-chromene-3-carbonitrile value above, pH 7.4, 37°C Homo sapiens
0.1
-
 2-amino-7-hydroxy-4-(3-methoxyphenyl)-4H-chromene-3-carbonitrile value above, pH 7.4, 37°C Homo sapiens
0.1
-
 2-amino-4-(3,5-dimethoxyphenyl)-7-hydroxy-4H-chromene-3-carbonitrile value above, pH 7.4, 37°C Homo sapiens
0.1
-
 2-amino-7-hydroxy-4-(3,4,5-trimethoxyphenyl)-4H-chromene-3-carbonitrile value above, pH 7.4, 37°C Homo sapiens
0.1
-
 2-amino-7-hydroxy-4-(pyridin-4-yl)-4H-chromene-3-carbonitrile value above, pH 7.4, 37°C Homo sapiens
0.1
-
 2-amino-4-[4-(dimethylamino)phenyl]-7-hydroxy-4H-chromene-3-carbonitrile value above, pH 7.4, 37°C Homo sapiens
0.1
-
 ethyl 2-amino-7-hydroxy-4-phenyl-4H-chromene-3-carboxylate value above, pH 7.4, 37°C Homo sapiens
0.1
-
 ethyl 2-amino-4-(2-cyanophenyl)-7-hydroxy-4H-chromene-3-carboxylate value above, pH 7.4, 37°C Homo sapiens
0.1
-
 ethyl 2-amino-7-hydroxy-4-(4-methylphenyl)-4H-chromene-3-carboxylate value above, pH 7.4, 37°C Homo sapiens
0.1
-
 ethyl 2-amino-4-(4-bromophenyl)-7-hydroxy-4H-chromene-3-carboxylate value above, pH 7.4, 37°C Homo sapiens
0.1
-
 ethyl 2-amino-4-(4-chlorophenyl)-7-hydroxy-4H-chromene-3-carboxylate value above, pH 7.4, 37°C Homo sapiens
0.1
-
 ethyl 2-amino-7-hydroxy-4-[4-(pyridin-2-yl)phenyl]-4H-chromene-3-carboxylate value above, pH 7.4, 37°C Homo sapiens
0.1
-
 ethyl 2-amino-4-(pyridin-3-yl)-4H-benzo[h]chromene-3-carboxylate value above, pH 7.4, 37°C Homo sapiens
0.1
-
 ethyl 2-amino-4-(pyridin-3-yl)-4H-benzo[g]chromene-3-carboxylate value above, pH 7.4, 37°C Homo sapiens