Literature summary for 3.1.3.5 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 .

Cloned(Commentary)

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

Inhibitors

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

Localization

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

Organism

Organism	UniProt	Comment	Textmining
Homo sapiens	P21589	-	-
Rattus norvegicus	P21588	-	-

Substrates and Products (Substrate)

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

Synonyms

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

IC50 Value

IC50 Value	IC50 Value Maximum	Comment	Organism	Inhibitor
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
0.0421	-	at pH 7.5 and 37°C	Homo sapiens	sulfamic acid
0.0773	-	at pH 7.5 and 37°C	Rattus norvegicus	sulfamic acid
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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