Literature summary for 2.7.4.1 extracted from

Burda-Grabowska, M.; Macegoniuk, K.; Flick, R.; Nocek, B.; Joachimiak, A.; Yakunin, A.; Mucha, A.; Berlicki, A.
Bisphosphonic acids and related compounds as inhibitors of nucleotide- and polyphosphate-processing enzymes A PPK1 and PPK2 case study (2019), Chem. Biol. Drug Des., 93, 1197-1206 .

Inhibitors

Inhibitors	Comment	Organism
(2-anilinoethane-1,1-diyl)bis(phosphonic acid)	-	Cytophaga hutchinsonii
(2-anilinoethane-1,1-diyl)bis(phosphonic acid)	-	Escherichia coli
(2E)-2-[(4-nitrophenyl)methylidene]-4,4-diphosphonobutanoic acid	-	Cytophaga hutchinsonii
(2E)-2-[(4-nitrophenyl)methylidene]-4,4-diphosphonobutanoic acid	-	Escherichia coli
additional information	screening of low-molecular-weight organophosphorus inhibitors against polyphosphate kinases from Cytophaga hutchinsonii and Escherichia coli. For Cytophaga hutchinsonii PPK2, almost all active inhibitors belong to N-substituted alpha-aminobisphosphonic acids preferentially possessing an additional basic function	Cytophaga hutchinsonii
additional information	screening of low-molecular-weight organophosphorus inhibitors against polyphosphate kinases from Cytophaga hutchinsonii and Escherichia coli. For Escherichia coli PPK1, only individual compounds with a distinct scaffold and functional group arrangement show potency	Escherichia coli
[(2,3-dichloroanilino)methylene]bis(phosphonic acid)	-	Cytophaga hutchinsonii
[(3,5-dichloroanilino)methylene]bis(phosphonic acid)	-	Cytophaga hutchinsonii
[(3-aminoanilino)methylene]bis(phosphonic acid)	-	Cytophaga hutchinsonii
[(3-aminoanilino)methylene]bis(phosphonic acid)	-	Escherichia coli
[(3-carbamimidamidoanilino)methylene]bis(phosphonic acid)	-	Cytophaga hutchinsonii
[(3-carbamimidamidoanilino)methylene]bis(phosphonic acid)	-	Escherichia coli
[(4-benzylanilino)methylene]bis(phosphonic acid)	-	Cytophaga hutchinsonii
[2-(2,3-dichlorophenyl)-1-hydroxyethane-1,1-diyl]bis(phosphonic acid)	-	Escherichia coli
[2-(3,4-dichlorophenyl)-1-hydroxyethane-1,1-diyl]bis(phosphonic acid)	-	Cytophaga hutchinsonii
[2-(3,4-dichlorophenyl)-1-hydroxyethane-1,1-diyl]bis(phosphonic acid)	-	Escherichia coli
[2-(3-chloroanilino)ethane-1,1-diyl]bis(phosphonic acid)	-	Cytophaga hutchinsonii
[2-(3-chloroanilino)ethane-1,1-diyl]bis(phosphonic acid)	-	Escherichia coli
[2-(3-nitroanilino)ethane-1,1-diyl]bis(phosphonic acid)	-	Cytophaga hutchinsonii
[2-[(1-amino-2-methylbutyl)(hydroxy)phosphoryl]ethyl]phosphonic acid	-	Cytophaga hutchinsonii
[2-[(1-amino-2-methylbutyl)(hydroxy)phosphoryl]ethyl]phosphonic acid	-	Escherichia coli

Organism

Organism	UniProt	Comment	Textmining
Cytophaga hutchinsonii	A0A6N4SMB5	-	-
Cytophaga hutchinsonii DSM 1761	A0A6N4SMB5	-	-
Escherichia coli	P0A7B1	-	-

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.
[phosphate](n+1) + ADP	-	Escherichia coli	[phosphate](n) + ATP	-	?
[phosphate](n+1) + ADP	-	Cytophaga hutchinsonii	[phosphate](n) + ATP	-	?
[phosphate](n+1) + ADP	-	Cytophaga hutchinsonii DSM 1761	[phosphate](n) + ATP	-	?

Synonyms

Synonyms	Comment	Organism
CHU_0107	-	Cytophaga hutchinsonii
PPK1	-	Escherichia coli

IC50 Value

IC50 Value	IC50 Value Maximum	Comment	Organism	Inhibitor
0.058	-	pH 8, temperature not specified in the publication	Cytophaga hutchinsonii	[(3-carbamimidamidoanilino)methylene]bis(phosphonic acid)
0.058	-	pH 8, temperature not specified in the publication	Escherichia coli	[2-(3,4-dichlorophenyl)-1-hydroxyethane-1,1-diyl]bis(phosphonic acid)
0.06	-	pH 8, temperature not specified in the publication	Cytophaga hutchinsonii	[(4-benzylanilino)methylene]bis(phosphonic acid)
0.064	-	pH 8, temperature not specified in the publication	Escherichia coli	(2-anilinoethane-1,1-diyl)bis(phosphonic acid)
0.071	-	pH 8, temperature not specified in the publication	Cytophaga hutchinsonii	[(3-aminoanilino)methylene]bis(phosphonic acid)
0.085	-	pH 8, temperature not specified in the publication	Cytophaga hutchinsonii	(2E)-2-[(4-nitrophenyl)methylidene]-4,4-diphosphonobutanoic acid
0.085	-	pH 8, temperature not specified in the publication	Escherichia coli	[2-[(1-amino-2-methylbutyl)(hydroxy)phosphoryl]ethyl]phosphonic acid
0.103	-	pH 8, temperature not specified in the publication	Escherichia coli	[(3-aminoanilino)methylene]bis(phosphonic acid)
0.107	-	pH 8, temperature not specified in the publication	Cytophaga hutchinsonii	[2-(3-nitroanilino)ethane-1,1-diyl]bis(phosphonic acid)
0.147	-	pH 8, temperature not specified in the publication	Cytophaga hutchinsonii	[2-(3-chloroanilino)ethane-1,1-diyl]bis(phosphonic acid)
0.184	-	pH 8, temperature not specified in the publication	Cytophaga hutchinsonii	[2-(3,4-dichlorophenyl)-1-hydroxyethane-1,1-diyl]bis(phosphonic acid)
0.216	-	pH 8, temperature not specified in the publication	Cytophaga hutchinsonii	[(3,5-dichloroanilino)methylene]bis(phosphonic acid)
0.262	-	pH 8, temperature not specified in the publication	Cytophaga hutchinsonii	[(2,3-dichloroanilino)methylene]bis(phosphonic acid)
0.269	-	pH 8, temperature not specified in the publication	Cytophaga hutchinsonii	[2-(3,4-dichlorophenyl)-1-hydroxyethane-1,1-diyl]bis(phosphonic acid)
0.354	-	pH 8, temperature not specified in the publication	Cytophaga hutchinsonii	[2-[(1-amino-2-methylbutyl)(hydroxy)phosphoryl]ethyl]phosphonic acid
0.468	-	pH 8, temperature not specified in the publication	Escherichia coli	[(3-carbamimidamidoanilino)methylene]bis(phosphonic acid)
0.645	-	pH 8, temperature not specified in the publication	Escherichia coli	[2-(2,3-dichlorophenyl)-1-hydroxyethane-1,1-diyl]bis(phosphonic acid)
0.752	-	pH 8, temperature not specified in the publication	Escherichia coli	(2E)-2-[(4-nitrophenyl)methylidene]-4,4-diphosphonobutanoic acid
0.935	-	pH 8, temperature not specified in the publication	Escherichia coli	[2-(3-chloroanilino)ethane-1,1-diyl]bis(phosphonic acid)
0.975	-	pH 8, temperature not specified in the publication	Cytophaga hutchinsonii	(2-anilinoethane-1,1-diyl)bis(phosphonic acid)