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Literature summary for 3.1.3.5 extracted from

  • Baqi, Y.; Lee, S.Y.; Iqbal, J.; Ripphausen, P.; Lehr, A.; Scheiff, A.B.; Zimmermann, H.; Bajorath, J.; Mueller, C.E.
    Development of potent and selective inhibitors of ecto-5-nucleotidase based on an anthraquinone scaffold (2010), J. Med. Chem., 53, 2076-2086.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
glutathione-S-transferase fusion protein expressed in Sf9 insect cells Rattus norvegicus

Inhibitors

Inhibitors Comment Organism Structure
1-amino-2-methyl-4-(phenylamino)anthracene-9,10-dione 4% inhibition at 1 mM Rattus norvegicus
1-amino-4-(1-anthracenylamino)-9,10-dioxo-9,10 dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(1-naphthylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate competitive mechanism Rattus norvegicus
1-amino-4-(2,3-dimethylphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 39% inhibition at 1 mM Rattus norvegicus
1-amino-4-(2,4-dimethylphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 47% inhibition at 1 mM Rattus norvegicus
1-amino-4-(2,5-dimethylphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 26% inhibition at 1 mM Rattus norvegicus
1-amino-4-(2-aminophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 47% inhibition at 1 mM Rattus norvegicus
1-amino-4-(2-anthracenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate competitive mechanism Rattus norvegicus
1-amino-4-(2-carboxy-4-chlorophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 52% inhibition at 1 mM Rattus norvegicus
1-amino-4-(2-carboxy-4-fluorophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(2-carboxy-5-chlorophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 27% inhibition at 1 mM Rattus norvegicus
1-amino-4-(2-carboxy-5-fluorophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 60% inhibition at 1 mM Rattus norvegicus
1-amino-4-(2-carboxyphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(2-ethoxyphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 56% inhibition at 1 mM Rattus norvegicus
1-amino-4-(2-hydroxyphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(2-methoxyphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 9% inhibition at 1 mM Rattus norvegicus
1-amino-4-(2-methyl-1-naphthylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(2-methylphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 33% inhibition at 1 mM Rattus norvegicus
1-amino-4-(2-naphthylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(2-sulfophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 14% inhibition at 1 mM Rattus norvegicus
1-amino-4-(3,4-dimethoxyphenethylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 44% inhibition at 1 mM Rattus norvegicus
1-amino-4-(3-amino-2,4,6-trimethylphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(3-amino-4-sulfophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(3-amino-5-carboxyphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 44% inhibition at 1 mM Rattus norvegicus
1-amino-4-(3-aminophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 31% inhibition at 1 mM Rattus norvegicus
1-amino-4-(3-carboxyphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 26% inhibition at 1 mM Rattus norvegicus
1-amino-4-(3-methylphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(4-amino-3-sulfophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(4-aminophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(4-bromo-2-carboxyphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 56% inhibition at 1 mM Rattus norvegicus
1-amino-4-(4-bromophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(4-carboxymethylphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 26% inhibition at 1 mM Rattus norvegicus
1-amino-4-(4-chlorophenethylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 62% inhibition at 1 mM Rattus norvegicus
1-amino-4-(4-chlorophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(4-ethoxyphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 31% inhibition at 1 mM Rattus norvegicus
1-amino-4-(4-fluorophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(4-hydroxyphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(4-methylphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(4-phenoxyphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(4-phenylaminophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 37% inhibition at 1 mM Rattus norvegicus
1-amino-4-(4-sulfophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(5-sulfo-1-naphthylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(6-carboxy-2-naphthylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(6-sulfo-1-naphthylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(8-sulfo-1-naphthylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(9-phenanthrenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 58% inhibition at 1 mM Rattus norvegicus
1-amino-4-(benzylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 43% inhibition at 1 mM Rattus norvegicus
1-amino-4-(cyclohexylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
1-amino-4-(cyclopentylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 51% inhibition at 1 mM Rattus norvegicus
1-amino-4-(isopropylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 15% inhibition at 1 mM Rattus norvegicus
1-amino-4-(phenethylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 53% inhibition at 1 mM Rattus norvegicus
1-amino-4-[4-(diethoxyphosphoryl)methylphenylamino]-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 28% inhibition at 1 mM Rattus norvegicus
sodium 1-amino-9,10-dioxo-4-(phenylamino)-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
tetrasodium 4-[[4-([4-[(4-amino-9,10-dioxo-3-sulfonato-9,10-dihydroanthracen-1-yl)amino]-2-sulfonatophenyl]amino)-6-chloro-1,3,5-triazin-2-yl]amino]benzene-1,2-disulfonate
-
Rattus norvegicus

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.02
-
AMP
-
Rattus norvegicus

Organism

Organism UniProt Comment Textmining
Rattus norvegicus
-
-
-

Purification (Commentary)

Purification (Comment) Organism
glutathione-S-transferase fusion protein: affinity chromatography Rattus norvegicus

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
AMP + H2O
-
Rattus norvegicus adenosine + phosphate
-
?

Synonyms

Synonyms Comment Organism
CD73
-
Rattus norvegicus
ecto-5'-nucleotidase
-
Rattus norvegicus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00015
-
1-amino-4-(2-anthracenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.00026
-
1-amino-4-(2-carboxy-4-fluorophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.000297
-
1-amino-4-(4-aminophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.00053
-
1-amino-4-(1-naphthylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.00062
-
1-amino-4-(4-hydroxyphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.00147
-
1-amino-4-(2-naphthylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.00151
-
1-amino-4-(4-phenoxyphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.00166
-
1-amino-4-(cyclohexylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.00184
-
1-amino-4-(2-hydroxyphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.00274
-
1-amino-4-(2-methyl-1-naphthylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.00293
-
1-amino-4-(1-anthracenylamino)-9,10-dioxo-9,10 dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.00307
-
tetrasodium 4-[[4-([4-[(4-amino-9,10-dioxo-3-sulfonato-9,10-dihydroanthracen-1-yl)amino]-2-sulfonatophenyl]amino)-6-chloro-1,3,5-triazin-2-yl]amino]benzene-1,2-disulfonate
-
Rattus norvegicus
0.00343
-
1-amino-4-(6-carboxy-2-naphthylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.00343
-
1-amino-4-(4-sulfophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.00481
-
1-amino-4-(4-chlorophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.00567
-
1-amino-4-(4-fluorophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.00605
-
1-amino-4-(8-sulfo-1-naphthylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.00653
-
1-amino-4-(2-carboxyphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.01
-
1-amino-4-(4-amino-3-sulfophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.0113
-
1-amino-4-(4-bromophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.0117
-
1-amino-4-(5-sulfo-1-naphthylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.0123
-
1-amino-4-(3-methylphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.0152
-
sodium 1-amino-9,10-dioxo-4-(phenylamino)-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.0153
-
1-amino-4-(6-sulfo-1-naphthylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.0252
-
1-amino-4-(3-amino-4-sulfophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.036
-
1-amino-4-(3-amino-2,4,6-trimethylphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus
0.36
-
1-amino-4-(4-methylphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
-
Rattus norvegicus