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Literature summary for 2.5.1.31 extracted from

  • Jukic, M.; Rozman, K.; Gobec, S.
    Recent advances in the development of undecaprenyl pyrophosphate synthase inhibitors as potential antibacterials (2016), Curr. Med. Chem., 23, 464-482 .
    View publication on PubMed
Search for more literature for 2.5.1.31

Application

Application Comment Organism
pharmacology target for the development of antibacterials Escherichia coli

Inhibitors

Inhibitors Comment Organism Structure
(1-hydroxy-2-phenylethane-1,1-diyl)bis(phosphonic acid)
-
 Escherichia coli
(1-hydroxy-2-[3'-[(naphthalene-2-sulfonyl)amino][1,1'-biphenyl]-3-yl]ethane-1,1-diyl)bis(phosphonic acid)
-
 Escherichia coli
(2Z)-2-hydroxy-4-oxo-4-[[3-(3-phenoxyphenyl)propyl]amino]but-2-enoic acid
-
 Escherichia coli
(2Z)-2-hydroxy-4-[3-[3-(octyloxy)phenoxy]phenyl]-4-oxobut-2-enoic acid
-
 Escherichia coli
(2Z)-2-hydroxy-4-[4-(octyloxy)phenyl]-4-oxobut-2-enoic acid
-
 Escherichia coli
(2Z)-4-([3-[3-(hexyloxy)phenyl]propyl]amino)-2-hydroxy-4-oxobut-2-enoic acid
-
 Escherichia coli
(2Z)-4-[3-[3-(decyloxy)phenoxy]phenyl]-2-hydroxy-4-oxobut-2-enoic acid
-
 Escherichia coli
(2Z)-4-[[3-([1,1'-biphenyl]-3-yl)propyl]amino]-2-hydroxy-4-oxobut-2-enoic acid
-
 Escherichia coli
1-(2-hydroxy-2,2-diphosphonoethyl)-3-phenylpyridin-1-ium
-
 Escherichia coli
1-[[3-(hexyloxy)phenyl]methyl]-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylic acid
-
 Escherichia coli
2-hydroxy-6-(undecyloxy)benzoic acid
-
 Escherichia coli
2-[4-[(E)-2-chloro-1,2-diphenylethenyl]phenoxy]-N,N-diethylethan-1-amine
-
 Escherichia coli
2-[[3-(3,4-dimethylphenoxy)phenyl]carbamoyl]benzoic acid
-
 Escherichia coli
3-(2-chlorophenyl)-5-methyl-N-[4-(propan-2-yl)phenyl]-1,2-oxazole-4-carboxamide
-
 Escherichia coli
3-(4-chlorophenyl)-N'-[(2,4-dihydroxyphenyl)methyl]-1H-pyrazole-5-carbohydrazide
-
 Escherichia coli
3-(dibenzo[b,d]furan-4-yl)-1-(2,2-diphosphonoethyl)pyridin-1-ium
-
 Escherichia coli
3-([1,1'-biphenyl]-2-yl)-1-(2,2-diphosphonoethyl)pyridin-1-ium
-
 Escherichia coli
3-([1,1'-biphenyl]-3-yl)-1-(2,2-diphosphonoethyl)pyridin-1-ium
-
 Escherichia coli
3-([1,1'-biphenyl]-3-yl)-1-(2-hydroxy-2,2-diphosphonoethyl)pyridin-1-ium
-
 Escherichia coli
3-([1,1'-biphenyl]-4-yl)-1-(2,2-diphosphonoethyl)pyridin-1-ium
-
 Escherichia coli
3-fluoro-1-(2-hydroxy-2,2-diphosphonoethyl)pyridin-1-ium
-
 Escherichia coli
3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-1-(2,2-diphosphonoethyl)pyridin-1-ium
-
 Escherichia coli
3-[(5Z)-5-[[5-(2,4-dichlorophenyl)furan-2-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid
-
 Escherichia coli
4-(dibenzo[b,d]furan-4-yl)-1-(2-hydroxy-2,2-diphosphonoethyl)pyridin-1-ium
-
 Escherichia coli
4-([1,1'-biphenyl]-3-yl)-1-(2,2-diphosphonoethyl)pyridin-1-ium
-
 Escherichia coli
4-([1,1'-biphenyl]-4-yl)-1-(2,2-diphosphonoethyl)pyridin-1-ium
-
 Escherichia coli
4-[3-[([1,1'-biphenyl]-4-carbonyl)amino]phenoxy]benzene-1,2-dicarboxylic acid
-
 Escherichia coli
5-([5-[(1H-benzimidazol-2-yl)sulfanyl]furan-2-yl]methylidene)-1,3-diazinane-2,4,6-trione
-
 Escherichia coli
5-benzyl-3-[1-(4-cyclohexylanilino)ethenyl]-4-hydroxy-5,6-dihydropyridin-2(1H)-one
-
 Escherichia coli
5-benzyl-4-hydroxy-3-[1-[4-(1H-imidazol-1-yl)anilino]ethenyl]-5,6-dihydropyridin-2(1H)-one
-
 Escherichia coli
5-benzyl-N-(4-cyclohexylphenyl)-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-3-carboxamide
-
 Escherichia coli
5-benzyl-N-[4-(hexyloxy)phenyl]-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-3-carboxamide
-
 Escherichia coli
5-bromo-2-[4-(6-chloro-2,3-dihydro-1H-indole-1-sulfonyl)benzamido]benzoic acid
-
 Escherichia coli
6-benzyl-4-hydroxy-3-[1-[4-(1H-imidazol-1-yl)anilino]ethenyl]-5,6-dihydropyridin-2(1H)-one
-
 Escherichia coli
N-(3,5-dichlorophenyl)-4-hydroxy-2-oxo-5-phenyl-2,5-dihydro-1H-pyrrole-3-carboxamide
-
 Escherichia coli
N-(4-chlorophenyl)-4-hydroxy-2-oxo-5-phenyl-2,5-dihydro-1H-pyrrole-3-carboxamide
-
 Escherichia coli
N-(4-cyclohexylphenyl)-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-3-carboxamide
-
 Escherichia coli
N-(4-cyclohexylphenyl)-4-hydroxy-2-oxo-5-(2-phenylethyl)-2,5-dihydro-1H-pyrrole-3-carboxamide
-
 Escherichia coli
N-(4-cyclohexylphenyl)-4-hydroxy-2-oxo-5-phenyl-2,5-dihydro-1H-pyrrole-3-carboxamide
-
 Escherichia coli
N-([1,1'-biphenyl]-4-yl)-4-hydroxy-2-oxo-5-(2-phenylethyl)-2,5-dihydro-1H-pyrrole-3-carboxamide
-
 Escherichia coli
N-[3-[3,4-di(prop-1-en-2-yl)phenoxy]phenyl][1,1'-biphenyl]-4-carboxamide
-
 Escherichia coli
N1,N4-bis[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]-2-nitrobenzene-1,4-dicarboxamide
-
 Escherichia coli
[(5Z)-5-[[5-(4-chloro-2-methylphenyl)furan-2-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid
-
 Escherichia coli
[1-hydroxy-2-(pyridin-3-yl)ethane-1,1-diyl]bis(phosphonic acid)
-
 Escherichia coli
[1-hydroxy-2-([1(1),2(1):2(3),3(1)-terphenyl]-1(3)-yl)ethane-1,1-diyl]bis(phosphonic acid)
-
 Escherichia coli
[1-hydroxy-2-([1(1),2(1):2(3),3(1)-terphenyl]-1(4)-yl)ethane-1,1-diyl]bis(phosphonic acid)
-
 Escherichia coli
[1-hydroxy-2-([1(1),2(1):2(4),3(1)-terphenyl]-1(3)-yl)ethane-1,1-diyl]bis(phosphonic acid)
-
 Escherichia coli
[1-hydroxy-2-[([1(1),2(1):2(3),3(1)-terphenyl]-1(3)-yl)oxy]ethane-1,1-diyl]bis(phosphonic acid)
-
 Escherichia coli
[1-hydroxy-3-([1(1),2(1):2(2),3(1)-terphenyl]-1(3)-yl)propane-1,1-diyl]bis(phosphonic acid)
-
 Escherichia coli
[1-hydroxy-3-([1(1),2(1):2(3),3(1)-terphenyl]-1(3)-yl)propane-1,1-diyl]bis(phosphonic acid)
-
 Escherichia coli
[1-hydroxy-3-([1(1),2(1):2(4),3(1)-terphenyl]-1(3)-yl)propane-1,1-diyl]bis(phosphonic acid)
-
 Escherichia coli
[2-([1,1'-biphenyl]-3-yl)-1-hydroxyethane-1,1-diyl]bis(phosphonic acid)
-
 Escherichia coli
[2-[3-(dibenzo[b,d]furan-4-yl)phenyl]-1-hydroxyethane-1,1-diyl]bis(phosphonic acid)
-
 Escherichia coli
[3-(3,4-dichlorophenyl)-4,5-dihydro-1,2-oxazole-5,5-diyl]bis(phosphonic acid)
-
 Escherichia coli
[3-[4-(dibenzo[b,d]furan-4-yl)phenyl]-1-hydroxypropane-1,1-diyl]bis(phosphonic acid)
-
 Escherichia coli
[4-([1,1'-biphenyl]-4-yl)butane-1,1-diyl]bis(phosphonic acid)
-
 Escherichia coli
[hydroxy([1(1),2(1):2(3),3(1)-terphenyl]-1(3)-yl)methylene]bis(phosphonic acid)
-
 Escherichia coli
[[(9-ethyl-9H-carbazol-3-yl)amino](hydroxy)methylene]bis(phosphonic acid)
-
 Escherichia coli

Organism

Organism UniProt Comment Textmining
Escherichia coli P60472
-
-
Escherichia coli K12 P60472
-
-

Synonyms

Synonyms Comment Organism
undecaprenyl pyrophosphate synthase
-
 Escherichia coli
UPPs
-
 Escherichia coli

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00004
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-benzyl-3-[1-(4-cyclohexylanilino)ethenyl]-4-hydroxy-5,6-dihydropyridin-2(1H)-one
0.00012
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli N-([1,1'-biphenyl]-4-yl)-4-hydroxy-2-oxo-5-(2-phenylethyl)-2,5-dihydro-1H-pyrrole-3-carboxamide
0.00016
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli N-(4-cyclohexylphenyl)-4-hydroxy-2-oxo-5-(2-phenylethyl)-2,5-dihydro-1H-pyrrole-3-carboxamide
0.00024
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli (2Z)-4-[[3-([1,1'-biphenyl]-3-yl)propyl]amino]-2-hydroxy-4-oxobut-2-enoic acid
0.0005
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli (2Z)-2-hydroxy-4-[3-[3-(octyloxy)phenoxy]phenyl]-4-oxobut-2-enoic acid
0.0005
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-benzyl-N-(4-cyclohexylphenyl)-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-3-carboxamide
0.00051
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli (2Z)-2-hydroxy-4-[4-(octyloxy)phenyl]-4-oxobut-2-enoic acid
0.00056
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli (2Z)-4-([3-[3-(hexyloxy)phenyl]propyl]amino)-2-hydroxy-4-oxobut-2-enoic acid
0.00059
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli [2-[3-(dibenzo[b,d]furan-4-yl)phenyl]-1-hydroxyethane-1,1-diyl]bis(phosphonic acid)
0.00063
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-benzyl-4-hydroxy-3-[1-[4-(1H-imidazol-1-yl)anilino]ethenyl]-5,6-dihydropyridin-2(1H)-one
0.00069
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli [1-hydroxy-2-([1(1),2(1):2(3),3(1)-terphenyl]-1(3)-yl)ethane-1,1-diyl]bis(phosphonic acid)
0.00091
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli [1-hydroxy-2-([1(1),2(1):2(4),3(1)-terphenyl]-1(3)-yl)ethane-1,1-diyl]bis(phosphonic acid)
0.001
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-bromo-2-[4-(6-chloro-2,3-dihydro-1H-indole-1-sulfonyl)benzamido]benzoic acid
0.0011
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli (1-hydroxy-2-[3'-[(naphthalene-2-sulfonyl)amino][1,1'-biphenyl]-3-yl]ethane-1,1-diyl)bis(phosphonic acid)
0.0013
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli [1-hydroxy-2-[([1(1),2(1):2(3),3(1)-terphenyl]-1(3)-yl)oxy]ethane-1,1-diyl]bis(phosphonic acid)
0.0018
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli [hydroxy([1(1),2(1):2(3),3(1)-terphenyl]-1(3)-yl)methylene]bis(phosphonic acid)
0.0019
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli (2Z)-4-[3-[3-(decyloxy)phenoxy]phenyl]-2-hydroxy-4-oxobut-2-enoic acid
0.002
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli N-(3,5-dichlorophenyl)-4-hydroxy-2-oxo-5-phenyl-2,5-dihydro-1H-pyrrole-3-carboxamide
0.002
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli [1-hydroxy-2-([1(1),2(1):2(3),3(1)-terphenyl]-1(4)-yl)ethane-1,1-diyl]bis(phosphonic acid)
0.0022
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli (2Z)-2-hydroxy-4-oxo-4-[[3-(3-phenoxyphenyl)propyl]amino]but-2-enoic acid
0.0022
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 2-hydroxy-6-(undecyloxy)benzoic acid
0.0031
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli [1-hydroxy-3-([1(1),2(1):2(2),3(1)-terphenyl]-1(3)-yl)propane-1,1-diyl]bis(phosphonic acid)
0.0032
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 4-[3-[([1,1'-biphenyl]-4-carbonyl)amino]phenoxy]benzene-1,2-dicarboxylic acid
0.0032
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli N-[3-[3,4-di(prop-1-en-2-yl)phenoxy]phenyl][1,1'-biphenyl]-4-carboxamide
0.0035
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli N-(4-cyclohexylphenyl)-4-hydroxy-2-oxo-5-phenyl-2,5-dihydro-1H-pyrrole-3-carboxamide
0.0048
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli N1,N4-bis[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]-2-nitrobenzene-1,4-dicarboxamide
0.0055
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli [1-hydroxy-3-([1(1),2(1):2(3),3(1)-terphenyl]-1(3)-yl)propane-1,1-diyl]bis(phosphonic acid)
0.0068
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli [2-([1,1'-biphenyl]-3-yl)-1-hydroxyethane-1,1-diyl]bis(phosphonic acid)
0.0078
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli [[(9-ethyl-9H-carbazol-3-yl)amino](hydroxy)methylene]bis(phosphonic acid)
0.0088
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 6-benzyl-4-hydroxy-3-[1-[4-(1H-imidazol-1-yl)anilino]ethenyl]-5,6-dihydropyridin-2(1H)-one
0.01
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 3-([1,1'-biphenyl]-3-yl)-1-(2-hydroxy-2,2-diphosphonoethyl)pyridin-1-ium
0.01
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli [1-hydroxy-3-([1(1),2(1):2(4),3(1)-terphenyl]-1(3)-yl)propane-1,1-diyl]bis(phosphonic acid)
0.012
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli [3-[4-(dibenzo[b,d]furan-4-yl)phenyl]-1-hydroxypropane-1,1-diyl]bis(phosphonic acid)
0.013
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 4-(dibenzo[b,d]furan-4-yl)-1-(2-hydroxy-2,2-diphosphonoethyl)pyridin-1-ium
0.019
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-benzyl-N-[4-(hexyloxy)phenyl]-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-3-carboxamide
0.021
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 4-([1,1'-biphenyl]-3-yl)-1-(2,2-diphosphonoethyl)pyridin-1-ium
0.024
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli N-(4-chlorophenyl)-4-hydroxy-2-oxo-5-phenyl-2,5-dihydro-1H-pyrrole-3-carboxamide
0.027
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 1-[[3-(hexyloxy)phenyl]methyl]-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylic acid
0.028
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 4-([1,1'-biphenyl]-4-yl)-1-(2,2-diphosphonoethyl)pyridin-1-ium
0.034
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 3-(dibenzo[b,d]furan-4-yl)-1-(2,2-diphosphonoethyl)pyridin-1-ium
0.035
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 3-([1,1'-biphenyl]-4-yl)-1-(2,2-diphosphonoethyl)pyridin-1-ium
0.048
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 1-(2-hydroxy-2,2-diphosphonoethyl)-3-phenylpyridin-1-ium
0.058
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli N-(4-cyclohexylphenyl)-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-3-carboxamide
0.068
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 3-([1,1'-biphenyl]-3-yl)-1-(2,2-diphosphonoethyl)pyridin-1-ium
0.069
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli [4-([1,1'-biphenyl]-4-yl)butane-1,1-diyl]bis(phosphonic acid)
0.087
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli [3-(3,4-dichlorophenyl)-4,5-dihydro-1,2-oxazole-5,5-diyl]bis(phosphonic acid)
0.089
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-1-(2,2-diphosphonoethyl)pyridin-1-ium
0.12
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 3-([1,1'-biphenyl]-2-yl)-1-(2,2-diphosphonoethyl)pyridin-1-ium
0.15
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 2-[[3-(3,4-dimethylphenoxy)phenyl]carbamoyl]benzoic acid
0.2
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli (1-hydroxy-2-phenylethane-1,1-diyl)bis(phosphonic acid)
0.49
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 3-fluoro-1-(2-hydroxy-2,2-diphosphonoethyl)pyridin-1-ium
0.66
-
 pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli [1-hydroxy-2-(pyridin-3-yl)ethane-1,1-diyl]bis(phosphonic acid)

General Information

General Information Comment Organism
metabolism essential enzyme in the biosynthesis of the bacterial cell wall Escherichia coli