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Literature summary extracted from

  • Miliutina, M.; Janke, J.; Hassan, S.; Zaib, S.; Iqbal, J.; Lecka, J.; Sevigny, J.; Villinger, A.; Friedrich, A.; Lochbrunner, S.; Langer, P.
    A domino reaction of 3-chlorochromones with aminoheterocycles. Synthesis of pyrazolopyridines and benzofuropyridines and their optical and ecto-5'-nucleotidase inhibitory effects (2018), Org. Biomol. Chem., 16, 717-732 .
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
3.1.3.5 expressed in COS-7 cells Homo sapiens
3.1.3.5 expressed in COS-7 cells Rattus norvegicus

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.1.3.5 1-pentyl-1H-benzofuro[3,2-b]pyrrolo[3,2-e]pyridine-3-carbonitrile
-
 Homo sapiens
3.1.3.5 1-pentyl-1H-benzofuro[3,2-b]pyrrolo[3,2-e]pyridine-3-carbonitrile
-
 Rattus norvegicus
3.1.3.5 1-tert-butyl-1H-benzofuro[3,2-b]pyrrolo[3,2-e]pyridine-3-carbonitrile
-
 Homo sapiens
3.1.3.5 1-tert-butyl-1H-benzofuro[3,2-b]pyrrolo[3,2-e]pyridine-3-carbonitrile
-
 Rattus norvegicus
3.1.3.5 1-tert-butyl-5-chloro-6-(2-hydroxy-5-methylphenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile
-
 Homo sapiens
3.1.3.5 1-tert-butyl-5-chloro-6-(2-hydroxy-5-methylphenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile
-
 Rattus norvegicus
3.1.3.5 1-tert-butyl-5-chloro-6-(2-hydroxyphenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile
-
 Homo sapiens
3.1.3.5 1-tert-butyl-5-chloro-6-(2-hydroxyphenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile
-
 Rattus norvegicus
3.1.3.5 2-(3-methyl-1,5-diphenyl-1H-pyrazolo[3,4-b]pyridin-6-yl)phenol
-
 Homo sapiens
3.1.3.5 2-(3-methyl-1,5-diphenyl-1H-pyrazolo[3,4-b]pyridin-6-yl)phenol
-
 Rattus norvegicus
3.1.3.5 2-(5-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-4-methylphenol
-
 Homo sapiens
3.1.3.5 2-(5-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-4-methylphenol
-
 Rattus norvegicus
3.1.3.5 2-(5-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-5-methoxyphenol
-
 Homo sapiens
3.1.3.5 2-(5-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-5-methoxyphenol
-
 Rattus norvegicus
3.1.3.5 2-(5-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-6-yl)phenol
-
 Homo sapiens
3.1.3.5 2-(5-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-6-yl)phenol
-
 Rattus norvegicus
3.1.3.5 2-(5-chloro-3-methyl-1-p-tolyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-4-methylphenol
-
 Homo sapiens
3.1.3.5 2-(5-chloro-3-methyl-1-p-tolyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-4-methylphenol
-
 Rattus norvegicus
3.1.3.5 2-(5-chloro-3-methyl-1-p-tolyl-1H-pyrazolo[3,4-b]pyridin-6-yl)phenol
-
 Homo sapiens
3.1.3.5 2-(5-chloro-3-methyl-1-p-tolyl-1H-pyrazolo[3,4-b]pyridin-6-yl)phenol
-
 Rattus norvegicus
3.1.3.5 2-(5-chloro-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-4-methylphenol
-
 Homo sapiens
3.1.3.5 2-(5-chloro-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-4-methylphenol
-
 Rattus norvegicus
3.1.3.5 2-(5-chloro-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-5-methoxyphenol
-
 Homo sapiens
3.1.3.5 2-(5-chloro-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-5-methoxyphenol
-
 Rattus norvegicus
3.1.3.5 2-(5-chloro-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-6-yl)phenol
-
 Homo sapiens
3.1.3.5 2-(5-chloro-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-6-yl)phenol
-
 Rattus norvegicus
3.1.3.5 3,8-dimethyl-1-p-tolyl-1H-benzofuro[3,2-b]pyrazolo[4,3-e]pyridine
-
 Homo sapiens
3.1.3.5 3,8-dimethyl-1-p-tolyl-1H-benzofuro[3,2-b]pyrazolo[4,3-e]pyridine
-
 Rattus norvegicus
3.1.3.5 3,8-dimethyl-1-phenyl-1H-benzofuro[3,2-b]pyrazolo[4,3-e]pyridine
-
 Homo sapiens
3.1.3.5 3,8-dimethyl-1-phenyl-1H-benzofuro[3,2-b]pyrazolo[4,3-e]pyridine
-
 Rattus norvegicus
3.1.3.5 3-methyl-1-p-tolyl-1H-benzofuro[3,2-b]pyrazolo[4,3-e]pyridine
-
 Homo sapiens
3.1.3.5 3-methyl-1-p-tolyl-1H-benzofuro[3,2-b]pyrazolo[4,3-e]pyridine
-
 Rattus norvegicus
3.1.3.5 3-methyl-1-phenyl-1H-benzofuro[3,2-b]pyrazolo[4,3-e]pyridine
-
 Homo sapiens
3.1.3.5 3-methyl-1-phenyl-1H-benzofuro[3,2-b]pyrazolo[4,3-e]pyridine
-
 Rattus norvegicus
3.1.3.5 5-chloro-3-methyl-1-phenyl-6-(2-propoxyphenyl)-1H-pyrazolo[3,4-b]pyridine
-
 Homo sapiens
3.1.3.5 5-chloro-3-methyl-1-phenyl-6-(2-propoxyphenyl)-1H-pyrazolo[3,4-b]pyridine
-
 Rattus norvegicus
3.1.3.5 5-chloro-6-(2-(heptyloxy)phenyl)-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine
-
 Homo sapiens
3.1.3.5 5-chloro-6-(2-(heptyloxy)phenyl)-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine
-
 Rattus norvegicus
3.1.3.5 5-chloro-6-(2-hydroxy-5-methylphenyl)-2-phenyl-2H-pyrazolo[3,4-b]pyridin-3-ol
-
 Homo sapiens
3.1.3.5 5-chloro-6-(2-hydroxy-5-methylphenyl)-2-phenyl-2H-pyrazolo[3,4-b]pyridin-3-ol
-
 Rattus norvegicus
3.1.3.5 5-chloro-6-(2-hydroxyphenyl)-2-phenyl-2H-pyrazolo[3,4-b]pyridin-3-ol
-
 Homo sapiens
3.1.3.5 5-chloro-6-(2-hydroxyphenyl)-2-phenyl-2H-pyrazolo[3,4-b]pyridin-3-ol
-
 Rattus norvegicus
3.1.3.5 5-chloro-6-(2-methoxyphenyl)-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine
-
 Homo sapiens
3.1.3.5 5-chloro-6-(2-methoxyphenyl)-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine
-
 Rattus norvegicus
3.1.3.5 6-chloro-7-(2-hydroxy-5-methylphenyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione
-
 Homo sapiens
3.1.3.5 6-chloro-7-(2-hydroxy-5-methylphenyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione
-
 Rattus norvegicus
3.1.3.5 6-chloro-7-(2-hydroxyphenyl)-1-methylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione
-
 Homo sapiens
3.1.3.5 6-chloro-7-(2-hydroxyphenyl)-1-methylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione
-
 Rattus norvegicus
3.1.3.5 6-chloro-7-(2-hydroxyphenyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione
-
 Homo sapiens
3.1.3.5 6-chloro-7-(2-hydroxyphenyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione
-
 Rattus norvegicus
3.1.3.5 7-methoxy-3-methyl-1-phenyl-1H-benzofuro[3,2-b]pyrazolo[4,3-e]pyridine
-
 Homo sapiens
3.1.3.5 7-methoxy-3-methyl-1-phenyl-1H-benzofuro[3,2-b]pyrazolo[4,3-e]pyridine
-
 Rattus norvegicus
3.1.3.5 alpha,beta-methylene-ADP
-
 Homo sapiens
3.1.3.5 alpha,beta-methylene-ADP
-
 Rattus norvegicus
3.1.3.5 sulfamic acid
-
 Homo sapiens
3.1.3.5 sulfamic acid
-
 Rattus norvegicus

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
3.1.3.5 plasma membrane
-
 Homo sapiens 5886
-
3.1.3.5 plasma membrane
-
 Rattus norvegicus 5886
-

Organism

EC Number Organism UniProt Comment Textmining
3.1.3.5 Homo sapiens P21589
-
-
3.1.3.5 Rattus norvegicus P21588
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.1.3.5 5'-AMP + H2O
-
 Homo sapiens adenosine + phosphate
-
 ?
3.1.3.5 5'-AMP + H2O
-
 Rattus norvegicus adenosine + phosphate
-
 ?

Synonyms

EC Number Synonyms Comment Organism
3.1.3.5 CD73
-
 Homo sapiens
3.1.3.5 CD73
-
 Rattus norvegicus
3.1.3.5 e5'NT
-
 Homo sapiens
3.1.3.5 e5'NT
-
 Rattus norvegicus
3.1.3.5 ecto-5'-nucleotidase
-
 Homo sapiens
3.1.3.5 ecto-5'-nucleotidase
-
 Rattus norvegicus

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
3.1.3.5 0.00032
-
 at pH 7.5 and 37°C Homo sapiens 2-(5-chloro-3-methyl-1-p-tolyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-4-methylphenol
3.1.3.5 0.00067
-
 at pH 7.5 and 37°C Rattus norvegicus 2-(5-chloro-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-5-methoxyphenol
3.1.3.5 0.00129
-
 at pH 7.5 and 37°C Homo sapiens 6-chloro-7-(2-hydroxyphenyl)-1-methylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione
3.1.3.5 0.00203
-
 at pH 7.5 and 37°C Rattus norvegicus 2-(5-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-5-methoxyphenol
3.1.3.5 0.00214
-
 at pH 7.5 and 37°C Rattus norvegicus 6-chloro-7-(2-hydroxyphenyl)-1-methylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione
3.1.3.5 0.00263
-
 at pH 7.5 and 37°C Homo sapiens 2-(5-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-5-methoxyphenol
3.1.3.5 0.00326
-
 at pH 7.5 and 37°C Homo sapiens 2-(5-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-4-methylphenol
3.1.3.5 0.00346
-
 at pH 7.5 and 37°C Homo sapiens 2-(5-chloro-3-methyl-1-p-tolyl-1H-pyrazolo[3,4-b]pyridin-6-yl)phenol
3.1.3.5 0.00352
-
 at pH 7.5 and 37°C Rattus norvegicus 6-chloro-7-(2-hydroxy-5-methylphenyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione
3.1.3.5 0.00463
-
 at pH 7.5 and 37°C Homo sapiens 3,8-dimethyl-1-p-tolyl-1H-benzofuro[3,2-b]pyrazolo[4,3-e]pyridine
3.1.3.5 0.00521
-
 at pH 7.5 and 37°C Homo sapiens 6-chloro-7-(2-hydroxyphenyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione
3.1.3.5 0.00543
-
 at pH 7.5 and 37°C Rattus norvegicus 1-tert-butyl-1H-benzofuro[3,2-b]pyrrolo[3,2-e]pyridine-3-carbonitrile
3.1.3.5 0.00566
-
 at pH 7.5 and 37°C Homo sapiens 3,8-dimethyl-1-phenyl-1H-benzofuro[3,2-b]pyrazolo[4,3-e]pyridine
3.1.3.5 0.00573
-
 at pH 7.5 and 37°C Homo sapiens 2-(5-chloro-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-4-methylphenol
3.1.3.5 0.00645
-
 at pH 7.5 and 37°C Rattus norvegicus 3-methyl-1-phenyl-1H-benzofuro[3,2-b]pyrazolo[4,3-e]pyridine
3.1.3.5 0.00729
-
 at pH 7.5 and 37°C Rattus norvegicus 1-pentyl-1H-benzofuro[3,2-b]pyrrolo[3,2-e]pyridine-3-carbonitrile
3.1.3.5 0.00732
-
 at pH 7.5 and 37°C Homo sapiens 3-methyl-1-p-tolyl-1H-benzofuro[3,2-b]pyrazolo[4,3-e]pyridine
3.1.3.5 0.00921
-
 at pH 7.5 and 37°C Homo sapiens 1-tert-butyl-1H-benzofuro[3,2-b]pyrrolo[3,2-e]pyridine-3-carbonitrile
3.1.3.5 0.0103
-
 at pH 7.5 and 37°C Homo sapiens 5-chloro-6-(2-hydroxyphenyl)-2-phenyl-2H-pyrazolo[3,4-b]pyridin-3-ol
3.1.3.5 0.0105
-
 at pH 7.5 and 37°C Homo sapiens 2-(5-chloro-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-5-methoxyphenol
3.1.3.5 0.0111
-
 at pH 7.5 and 37°C Rattus norvegicus 2-(5-chloro-3-methyl-1-p-tolyl-1H-pyrazolo[3,4-b]pyridin-6-yl)phenol
3.1.3.5 0.0111
-
 at pH 7.5 and 37°C Homo sapiens 3-methyl-1-phenyl-1H-benzofuro[3,2-b]pyrazolo[4,3-e]pyridine
3.1.3.5 0.0124
-
 at pH 7.5 and 37°C Homo sapiens 7-methoxy-3-methyl-1-phenyl-1H-benzofuro[3,2-b]pyrazolo[4,3-e]pyridine
3.1.3.5 0.0137
-
 at pH 7.5 and 37°C Homo sapiens 1-pentyl-1H-benzofuro[3,2-b]pyrrolo[3,2-e]pyridine-3-carbonitrile
3.1.3.5 0.0171
-
 at pH 7.5 and 37°C Homo sapiens 6-chloro-7-(2-hydroxy-5-methylphenyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione
3.1.3.5 0.0184
-
 at pH 7.5 and 37°C Homo sapiens 5-chloro-6-(2-methoxyphenyl)-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine
3.1.3.5 0.0235
-
 at pH 7.5 and 37°C Rattus norvegicus 2-(5-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-4-methylphenol
3.1.3.5 0.0421
-
 at pH 7.5 and 37°C Homo sapiens sulfamic acid
3.1.3.5 0.0773
-
 at pH 7.5 and 37°C Rattus norvegicus sulfamic acid
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Homo sapiens 1-tert-butyl-5-chloro-6-(2-hydroxy-5-methylphenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Rattus norvegicus 1-tert-butyl-5-chloro-6-(2-hydroxy-5-methylphenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Homo sapiens 1-tert-butyl-5-chloro-6-(2-hydroxyphenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Rattus norvegicus 1-tert-butyl-5-chloro-6-(2-hydroxyphenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Homo sapiens 2-(3-methyl-1,5-diphenyl-1H-pyrazolo[3,4-b]pyridin-6-yl)phenol
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Rattus norvegicus 2-(3-methyl-1,5-diphenyl-1H-pyrazolo[3,4-b]pyridin-6-yl)phenol
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Rattus norvegicus 2-(5-chloro-3-methyl-1-p-tolyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-4-methylphenol
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Rattus norvegicus 2-(5-chloro-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-6-yl)-4-methylphenol
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Homo sapiens 2-(5-chloro-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-6-yl)phenol
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Rattus norvegicus 2-(5-chloro-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-6-yl)phenol
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Rattus norvegicus 3,8-dimethyl-1-p-tolyl-1H-benzofuro[3,2-b]pyrazolo[4,3-e]pyridine
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Rattus norvegicus 3,8-dimethyl-1-phenyl-1H-benzofuro[3,2-b]pyrazolo[4,3-e]pyridine
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Rattus norvegicus 3-methyl-1-p-tolyl-1H-benzofuro[3,2-b]pyrazolo[4,3-e]pyridine
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Homo sapiens 5-chloro-3-methyl-1-phenyl-6-(2-propoxyphenyl)-1H-pyrazolo[3,4-b]pyridine
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Rattus norvegicus 5-chloro-3-methyl-1-phenyl-6-(2-propoxyphenyl)-1H-pyrazolo[3,4-b]pyridine
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Homo sapiens 5-chloro-6-(2-(heptyloxy)phenyl)-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Rattus norvegicus 5-chloro-6-(2-(heptyloxy)phenyl)-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Homo sapiens 5-chloro-6-(2-hydroxy-5-methylphenyl)-2-phenyl-2H-pyrazolo[3,4-b]pyridin-3-ol
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Rattus norvegicus 5-chloro-6-(2-hydroxy-5-methylphenyl)-2-phenyl-2H-pyrazolo[3,4-b]pyridin-3-ol
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Rattus norvegicus 5-chloro-6-(2-hydroxyphenyl)-2-phenyl-2H-pyrazolo[3,4-b]pyridin-3-ol
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Rattus norvegicus 5-chloro-6-(2-methoxyphenyl)-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Rattus norvegicus 6-chloro-7-(2-hydroxyphenyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione
3.1.3.5 0.1
-
 IC50 above 0.1 mM, at pH 7.5 and 37°C Rattus norvegicus 7-methoxy-3-methyl-1-phenyl-1H-benzofuro[3,2-b]pyrazolo[4,3-e]pyridine