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Literature summary extracted from

  • Wang, Y.; Desai, J.; Zhang, Y.; Malwal, S.R.; Shin, C.J.; Feng, X.; Sun, H.; Liu, G.; Guo, R.T.; Oldfield, E.
    Bacterial cell growth inhibitors targeting undecaprenyl diphosphate synthase and undecaprenyl diphosphate phosphatase (2016), ChemMedChem, 11, 2311-2319 .
    View publication on PubMedView publication on EuropePMC

Application

EC Number Application Comment Organism
2.5.1.31 pharmacology the enzyme is an attractive drug target since it is not used by humans Staphylococcus aureus
3.6.1.27 pharmacology the enzyme is an attractive drug target since it is not used by humans Escherichia coli

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.5.1.31 (5-bromo-2-[[3-(octyloxy)phenyl]methoxy]phenyl)phosphonic acid
-
Staphylococcus aureus
2.5.1.31 2-methoxy-6-[3-(octyloxy)benzamido]benzoic acid
-
Staphylococcus aureus
2.5.1.31 2-[3-(decyloxy)benzamido]-5-nitrobenzoic acid
-
Staphylococcus aureus
2.5.1.31 2-[3-(hexyloxy)benzamido]benzoic acid
-
Staphylococcus aureus
2.5.1.31 2-[3-(octyloxy)benzamido]-5-(trifluoromethoxy)benzoic acid
-
Staphylococcus aureus
2.5.1.31 2-[3-(octyloxy)benzamido]-5-phosphonobenzoic acid
-
Staphylococcus aureus
2.5.1.31 2-[3-(octyloxy)benzamido]benzoic acid
-
Staphylococcus aureus
2.5.1.31 2-[methyl[3-(octyloxy)benzoyl]amino]benzoic acid
-
Staphylococcus aureus
2.5.1.31 3-[3-(hexyloxy)benzamido]-4-hydroxybenzoic acid
-
Staphylococcus aureus
2.5.1.31 3-[3-(octyloxy)benzamido]benzene-1,2-dicarboxylic acid
-
Staphylococcus aureus
2.5.1.31 4,5-difluoro-2-[3-(octyloxy)benzamido]benzoic acid
-
Staphylococcus aureus
2.5.1.31 4-[3-(octyloxy)benzamido]benzene-1,3-dicarboxylic acid
-
Staphylococcus aureus
2.5.1.31 5-(diethoxyphosphoryl)-2-[3-(octyloxy)benzamido]benzoic acid
-
Staphylococcus aureus
2.5.1.31 5-(methanesulfonyl)-2-[3-(octyloxy)benzamido]benzoic acid
-
Staphylococcus aureus
2.5.1.31 5-bromo-2-[3-(3,3-dimethylbut-1-yn-1-yl)benzamido]benzoic acid
-
Staphylococcus aureus
2.5.1.31 5-bromo-2-[3-(octyloxy)benzamido]benzoic acid
-
Staphylococcus aureus
2.5.1.31 5-chloro-2-[3-(octyloxy)benzamido]benzoic acid
-
Staphylococcus aureus
2.5.1.31 5-fluoro-2-[3-(hexyloxy)benzamido]benzoic acid
-
Staphylococcus aureus
2.5.1.31 5-fluoro-2-[3-(octyloxy)benzamido]benzoic acid
-
Staphylococcus aureus
2.5.1.31 5-hydroxy-2-[3-(octyloxy)benzamido]benzoic acid
-
Staphylococcus aureus
2.5.1.31 5-methoxy-2-[3-(octyloxy)benzamido]benzoic acid
-
Staphylococcus aureus
2.5.1.31 5-methoxy-4-(2-methoxyethoxy)-2-[3-(octyloxy)benzamido]benzoic acid
-
Staphylococcus aureus
2.5.1.31 5-[3-(octyloxy)benzamido]benzene-1,3-dicarboxylic acid
-
Staphylococcus aureus
2.5.1.31 N-(2-carbamoylphenyl)-3-(octyloxy)benzamide
-
Staphylococcus aureus
2.5.1.31 N-(4-bromo-2-carbamoylphenyl)-3,4-bis(2-methoxyethoxy)benzamide
-
Staphylococcus aureus
2.5.1.31 [2-[3-(octyloxy)benzamido]phenyl]phosphonic acid
-
Staphylococcus aureus
3.6.1.27 (5-bromo-2-[[3-(octyloxy)phenyl]methoxy]phenyl)phosphonic acid
-
Escherichia coli
3.6.1.27 2-(N-methyl-3-(octyloxy)benzamido)phenylphosphonic acid
-
Escherichia coli
3.6.1.27 2-methoxy-6-[3-(octyloxy)benzamido]benzoic acid
-
Escherichia coli
3.6.1.27 2-[3,4-bis(2-methoxyethoxy)benzamido]-5-bromobenzoic acid
-
Escherichia coli
3.6.1.27 2-[3-(hexyloxy)benzamido]benzoic acid
-
Escherichia coli
3.6.1.27 2-[3-(octyloxy)benzamido]-5-(trifluoromethoxy)benzoic acid most potent inhibitor Escherichia coli
3.6.1.27 2-[3-(octyloxy)benzamido]-5-phosphonobenzoic acid
-
Escherichia coli
3.6.1.27 2-[3-(octyloxy)benzamido]benzoic acid
-
Escherichia coli
3.6.1.27 2-[methyl[3-(octyloxy)benzoyl]amino]benzoic acid
-
Escherichia coli
3.6.1.27 3,4,5-trimethoxy-2-[3-(octyloxy)benzamido]benzoic acid
-
Escherichia coli
3.6.1.27 3-fluoro-2-[3-(octyloxy)benzamido]benzoic acid
-
Escherichia coli
3.6.1.27 3-[3-(hexyloxy)benzamido]-4-hydroxybenzoic acid
-
Escherichia coli
3.6.1.27 3-[3-(octyloxy)benzamido]benzene-1,2-dicarboxylic acid
-
Escherichia coli
3.6.1.27 3-[3-(octyloxy)benzamido]benzoic acid
-
Escherichia coli
3.6.1.27 4,5-difluoro-2-[3-(octyloxy)benzamido]benzoic acid
-
Escherichia coli
3.6.1.27 4-hydroxy-3-[3-(octyloxy)benzamido]benzoic acid
-
Escherichia coli
3.6.1.27 4-[3-(octyloxy)benzamido]benzene-1,3-dicarboxylic acid
-
Escherichia coli
3.6.1.27 5-(diethoxyphosphoryl)-2-[3-(octyloxy)benzamido]benzoic acid
-
Escherichia coli
3.6.1.27 5-(methanesulfonyl)-2-[3-(octyloxy)benzamido]benzoic acid
-
Escherichia coli
3.6.1.27 5-bromo-2-[3-(3,3-dimethylbut-1-yn-1-yl)benzamido]benzoic acid
-
Escherichia coli
3.6.1.27 5-bromo-2-[3-(octyloxy)benzamido]benzoic acid
-
Escherichia coli
3.6.1.27 5-chloro-2-[3-(octyloxy)benzamido]benzoic acid
-
Escherichia coli
3.6.1.27 5-fluoro-2-(3-(octyloxy)benzamido)benzoic acid
-
Escherichia coli
3.6.1.27 5-fluoro-2-[3-(hexyloxy)benzamido]benzoic acid
-
Escherichia coli
3.6.1.27 5-fluoro-2-[3-(octyloxy)benzamido]benzoic acid
-
Escherichia coli
3.6.1.27 5-hydroxy-2-[3-(octyloxy)benzamido]benzoic acid
-
Escherichia coli
3.6.1.27 5-methoxy-2-[3-(octyloxy)benzamido]benzoic acid
-
Escherichia coli
3.6.1.27 5-methoxy-4-(2-methoxyethoxy)-2-[3-(octyloxy)benzamido]benzoic acid
-
Escherichia coli
3.6.1.27 5-nitro-2-[3-(octyloxy)benzamido]benzoic acid
-
Escherichia coli
3.6.1.27 5-[3-(octyloxy)benzamido]benzene-1,3-dicarboxylic acid
-
Escherichia coli
3.6.1.27 bacitracin
-
Escherichia coli
3.6.1.27 N-(2-carbamoylphenyl)-3-(octyloxy)benzamide
-
Escherichia coli
3.6.1.27 [2-[3-(octyloxy)benzamido]phenyl]phosphonic acid
-
Escherichia coli
3.6.1.27 [3-[3-(octyloxy)benzamido]phenyl]phosphonic acid
-
Escherichia coli

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
3.6.1.27 membrane
-
Escherichia coli 16020
-

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
3.6.1.27 ditrans,octacis-undecaprenyl diphosphate + H2O Escherichia coli
-
ditrans,octacis-undecaprenyl phosphate + phosphate
-
?
3.6.1.27 undecaprenyl diphosphate + H2O Escherichia coli
-
undecaprenyl phosphate + phosphate
-
?

Organism

EC Number Organism UniProt Comment Textmining
2.5.1.31 Staphylococcus aureus
-
-
-
3.6.1.27 Escherichia coli
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.6.1.27 ditrans,octacis-undecaprenyl diphosphate + H2O
-
Escherichia coli ditrans,octacis-undecaprenyl phosphate + phosphate
-
?
3.6.1.27 undecaprenyl diphosphate + H2O
-
Escherichia coli undecaprenyl phosphate + phosphate
-
?

Synonyms

EC Number Synonyms Comment Organism
2.5.1.31 undecaprenyl diphosphate phosphatase
-
Staphylococcus aureus
2.5.1.31 UPPs
-
Staphylococcus aureus
3.6.1.27 undecaprenyl diphosphate phosphatase
-
Escherichia coli
3.6.1.27 UppP
-
Escherichia coli

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
2.5.1.31 0.00032
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 5-fluoro-2-[3-(octyloxy)benzamido]benzoic acid
2.5.1.31 0.00033
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 5-fluoro-2-[3-(octyloxy)benzamido]benzoic acid
2.5.1.31 0.00054
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 5-bromo-2-[3-(octyloxy)benzamido]benzoic acid
2.5.1.31 0.0006
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 5-chloro-2-[3-(octyloxy)benzamido]benzoic acid
2.5.1.31 0.00078
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 2-[3-(octyloxy)benzamido]-5-(trifluoromethoxy)benzoic acid
2.5.1.31 0.00096
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 4,5-difluoro-2-[3-(octyloxy)benzamido]benzoic acid
2.5.1.31 0.0013
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 5-hydroxy-2-[3-(octyloxy)benzamido]benzoic acid
2.5.1.31 0.0013
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 5-methoxy-2-[3-(octyloxy)benzamido]benzoic acid
2.5.1.31 0.0016
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 2-[3-(octyloxy)benzamido]benzoic acid
2.5.1.31 0.002
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 5-(methanesulfonyl)-2-[3-(octyloxy)benzamido]benzoic acid
2.5.1.31 0.0024
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 2-[3-(hexyloxy)benzamido]benzoic acid
2.5.1.31 0.0025
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus (5-bromo-2-[[3-(octyloxy)phenyl]methoxy]phenyl)phosphonic acid
2.5.1.31 0.003
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 2-[3-(octyloxy)benzamido]-5-phosphonobenzoic acid
2.5.1.31 0.0032
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 5-(diethoxyphosphoryl)-2-[3-(octyloxy)benzamido]benzoic acid
2.5.1.31 0.0034
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 5-(diethoxyphosphoryl)-2-[3-(octyloxy)benzamido]benzoic acid
2.5.1.31 0.0045
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 3-[3-(octyloxy)benzamido]benzene-1,2-dicarboxylic acid
2.5.1.31 0.0049
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 5-fluoro-2-[3-(hexyloxy)benzamido]benzoic acid
2.5.1.31 0.0049
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 2-[3-(decyloxy)benzamido]-5-nitrobenzoic acid
2.5.1.31 0.0049
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 3-[3-(hexyloxy)benzamido]-4-hydroxybenzoic acid
2.5.1.31 0.006
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 2-methoxy-6-[3-(octyloxy)benzamido]benzoic acid
2.5.1.31 0.0069
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 5-bromo-2-[3-(3,3-dimethylbut-1-yn-1-yl)benzamido]benzoic acid
2.5.1.31 0.007
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 5-[3-(octyloxy)benzamido]benzene-1,3-dicarboxylic acid
2.5.1.31 0.008
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 2-[methyl[3-(octyloxy)benzoyl]amino]benzoic acid
2.5.1.31 0.0085
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 4-[3-(octyloxy)benzamido]benzene-1,3-dicarboxylic acid
2.5.1.31 0.01
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus 5-methoxy-4-(2-methoxyethoxy)-2-[3-(octyloxy)benzamido]benzoic acid
2.5.1.31 0.039
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus [2-[3-(octyloxy)benzamido]phenyl]phosphonic acid
2.5.1.31 0.06
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus N-(2-carbamoylphenyl)-3-(octyloxy)benzamide
2.5.1.31 0.13
-
pH and temperature not specified in the publication, mutant enzyme Y246D Staphylococcus aureus N-(4-bromo-2-carbamoylphenyl)-3,4-bis(2-methoxyethoxy)benzamide
3.6.1.27 0.00083
-
at pH 7.5 and 20°C Escherichia coli 2-[3-(octyloxy)benzamido]-5-(trifluoromethoxy)benzoic acid
3.6.1.27 0.00083
-
pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 2-[3-(octyloxy)benzamido]-5-(trifluoromethoxy)benzoic acid
3.6.1.27 0.0013
-
at pH 7.5 and 20°C Escherichia coli 5-nitro-2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.0013
-
pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-fluoro-2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.0027
-
at pH 7.5 and 20°C Escherichia coli 5-fluoro-2-(3-(octyloxy)benzamido)benzoic acid
3.6.1.27 0.0027
-
pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-fluoro-2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.003
-
at pH 7.5 and 20°C Escherichia coli 5-chloro-2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.003
-
pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-chloro-2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.0034
-
at pH 7.5 and 20°C Escherichia coli 4,5-difluoro-2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.0034
-
pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 4,5-difluoro-2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.0042
-
at pH 7.5 and 20°C Escherichia coli 2-[3-(octyloxy)benzamido]-5-phosphonobenzoic acid
3.6.1.27 0.0042
-
at pH 7.5 and 20°C Escherichia coli 5-bromo-2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.0042
-
pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 2-[3-(octyloxy)benzamido]-5-phosphonobenzoic acid
3.6.1.27 0.0042
-
pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-bromo-2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.0065
-
at pH 7.5 and 20°C Escherichia coli 2-(N-methyl-3-(octyloxy)benzamido)phenylphosphonic acid
3.6.1.27 0.0065
-
pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli [2-[3-(octyloxy)benzamido]phenyl]phosphonic acid
3.6.1.27 0.0067
-
at pH 7.5 and 20°C Escherichia coli (5-bromo-2-[[3-(octyloxy)phenyl]methoxy]phenyl)phosphonic acid
3.6.1.27 0.0067
-
pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli (5-bromo-2-[[3-(octyloxy)phenyl]methoxy]phenyl)phosphonic acid
3.6.1.27 0.0071
-
at pH 7.5 and 20°C Escherichia coli [3-[3-(octyloxy)benzamido]phenyl]phosphonic acid
3.6.1.27 0.0085
-
at pH 7.5 and 20°C Escherichia coli 3-fluoro-2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.0085
-
pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-(diethoxyphosphoryl)-2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.0098
-
at pH 7.5 and 20°C Escherichia coli 5-(methanesulfonyl)-2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.0098
-
pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-(methanesulfonyl)-2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.01
-
at pH 7.5 and 20°C Escherichia coli 2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.01
-
pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.011
-
at pH 7.5 and 20°C Escherichia coli 5-hydroxy-2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.011
-
pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-hydroxy-2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.02
-
at pH 7.5 and 20°C Escherichia coli 5-fluoro-2-[3-(hexyloxy)benzamido]benzoic acid
3.6.1.27 0.02
-
pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 5-fluoro-2-[3-(hexyloxy)benzamido]benzoic acid
3.6.1.27 0.031
-
at pH 7.5 and 20°C Escherichia coli 4-hydroxy-3-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.031
-
pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 3-[3-(hexyloxy)benzamido]-4-hydroxybenzoic acid
3.6.1.27 0.032
-
pH and temperature not specified in the publication Escherichia coli bacitracin
3.6.1.27 0.032
-
at pH 7.5 and 20°C Escherichia coli bacitracin
3.6.1.27 0.045
-
at pH 7.5 and 20°C Escherichia coli 2-[3-(hexyloxy)benzamido]benzoic acid
3.6.1.27 0.045
-
pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 2-[3-(hexyloxy)benzamido]benzoic acid
3.6.1.27 0.073
-
at pH 7.5 and 20°C Escherichia coli 3-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.073
-
pH and temperature not specified in the publication, mutant enzyme Y246D Escherichia coli 3-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.2
-
IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 2-methoxy-6-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.2
-
IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 2-[3,4-bis(2-methoxyethoxy)benzamido]-5-bromobenzoic acid
3.6.1.27 0.2
-
IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 2-[methyl[3-(octyloxy)benzoyl]amino]benzoic acid
3.6.1.27 0.2
-
IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 3,4,5-trimethoxy-2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.2
-
IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 3-[3-(octyloxy)benzamido]benzene-1,2-dicarboxylic acid
3.6.1.27 0.2
-
IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 4-[3-(octyloxy)benzamido]benzene-1,3-dicarboxylic acid
3.6.1.27 0.2
-
IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 5-(diethoxyphosphoryl)-2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.2
-
IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 5-bromo-2-[3-(3,3-dimethylbut-1-yn-1-yl)benzamido]benzoic acid
3.6.1.27 0.2
-
IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 5-methoxy-2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.2
-
IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 5-methoxy-4-(2-methoxyethoxy)-2-[3-(octyloxy)benzamido]benzoic acid
3.6.1.27 0.2
-
IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli 5-[3-(octyloxy)benzamido]benzene-1,3-dicarboxylic acid
3.6.1.27 0.2
-
IC50 above 0.2 mM, at pH 7.5 and 20°C Escherichia coli N-(2-carbamoylphenyl)-3-(octyloxy)benzamide