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Literature summary for 2.5.1.31 extracted from

  • Zhu, W.; Wang, Y.; Li, K.; Gao, J.; Huang, C.H.; Chen, C.C.; Ko, T.P.; Zhang, Y.; Guo, R.T.; Oldfield, E.
    Antibacterial drug leads: DNA and enzyme multitargeting (2015), J. Med. Chem., 58, 1215-1227.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 2.5.1.31

Inhibitors

Inhibitors Comment Organism Structure
(2S,3R,4S,5S,6R)-2-(3-((4-((3-(4,5-dihydro-1H-imidazol-2-yl)-phenyl)ethynyl)phenyl)ethynyl)phenoxy)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol
-
 Escherichia coli
(2S,3R,4S,5S,6R)-2-(3-((4-((3-(4,5-dihydro-1H-imidazol-2-yl)-phenyl)ethynyl)phenyl)ethynyl)phenoxy)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol
-
 Staphylococcus aureus
1,4-bis(6-(1,4,5,6-tetrahydropyrimidin-2-yl)-1H-indol-2-yl)-benzene
-
 Escherichia coli
1,4-bis(6-(1,4,5,6-tetrahydropyrimidin-2-yl)-1H-indol-2-yl)-benzene
-
 Staphylococcus aureus
1,4-bis(6-(4,5-dihydro-1H-imidazol-2-yl)-1H-indol-2-yl)benzene
-
 Escherichia coli
1,4-bis(6-(4,5-dihydro-1H-imidazol-2-yl)-1H-indol-2-yl)benzene
-
 Staphylococcus aureus
2,2'-(5,5'-(1,3-phenylenebis(ethyne-2,1-diyl))bis(3-bromo-5,1-phenylene))diethanamine
-
 Escherichia coli
2,2'-(5,5'-(1,3-phenylenebis(ethyne-2,1-diyl))bis(3-bromo-5,1-phenylene))diethanamine
-
 Staphylococcus aureus
2,2'-(E)-ethene-1,2-diylbis[6-(4,5-dihydro-1H-imidazol-2-yl)-1H-indole]
-
 Escherichia coli
2,2'-(E)-ethene-1,2-diylbis[6-(4,5-dihydro-1H-imidazol-2-yl)-1H-indole]
-
 Staphylococcus aureus
4,4'-[pentane-1,5-diylbis(oxy)]dibenzenecarboximidamide
-
 Escherichia coli
4,4'-[pentane-1,5-diylbis(oxy)]dibenzenecarboximidamide
-
 Staphylococcus aureus
clomiphene
-
 Staphylococcus aureus
additional information screening of inhibitory activities of a series of amidine and bisamidine compounds against Staphylococcus aureus and Escherichia coli, overview Escherichia coli
additional information screening of inhibitory activities of a series of amidine and bisamidine compounds against Staphylococcus aureus and Escherichia coli, overview Staphylococcus aureus
N-[2-[(2-[1-[(3-amino-3-iminopropyl)amino]ethenyl]-1-methyl-1H-imidazol-4-yl)acetyl]-1-methyl-1H-imidazol-4-yl]-N2-(diaminomethylidene)glycinamide weak inhibition Escherichia coli
N-[2-[(2-[1-[(3-amino-3-iminopropyl)amino]ethenyl]-1-methyl-1H-imidazol-4-yl)acetyl]-1-methyl-1H-imidazol-4-yl]-N2-(diaminomethylidene)glycinamide weak inhibition Staphylococcus aureus
N-[3-(4,5-dihydro-1H-imidazol-2-yl)phenyl]-N'-(3-phenoxyphenyl)biphenyl-4,4'-dicarboxamide
-
 Escherichia coli
N-[3-(4,5-dihydro-1H-imidazol-2-yl)phenyl]-N'-(3-phenoxyphenyl)biphenyl-4,4'-dicarboxamide
-
 Staphylococcus aureus
N1,N4-bis(4-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-2-nitroterephthalamide
-
 Escherichia coli
N1,N4-bis(4-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-2-nitroterephthalamide
-
 Staphylococcus aureus
N1,N4-bis(4-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-2-nitroterephthalamide dihydrochloride
-
 Escherichia coli
N1,N4-bis(4-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-2-nitroterephthalamide dihydrochloride
-
 Staphylococcus aureus
N4,N4'-bis(3-(1,4,5,6-tetrahydropyrimidin-2-yl)phenyl)biphenyl-4,4'-dicarboxamide
-
 Escherichia coli
N4,N4'-bis(3-(1,4,5,6-tetrahydropyrimidin-2-yl)phenyl)biphenyl-4,4'-dicarboxamide
-
 Staphylococcus aureus
N4,N4'-bis(3-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-[1,1'-biphenyl]-4,4'-bicarboxamide i.e. BPH-1358 Escherichia coli
N4,N4'-bis(3-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-[1,1'-biphenyl]-4,4'-bicarboxamide i.e. BPH-1358 Staphylococcus aureus
N4,N4'-bis(3-(4,5-dihydro-1H-imidazol-2-yl)phenyl)biphenyl-4,4'-bis(carbothioamide)
-
 Escherichia coli
N4,N4'-bis(3-(4,5-dihydro-1H-imidazol-2-yl)phenyl)biphenyl-4,4'-bis(carbothioamide)
-
 Staphylococcus aureus
N4-(3-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-N4'- (3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-[1,1-biphenyl]-4,4-dicarboxamide
-
 Staphylococcus aureus
N4-(3-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-N4'-(3-(hexyloxy)-phenyl)-[1,1-biphenyl]-4,4-dicarboxamide
-
 Escherichia coli
N4-(3-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-N4'-(3-(hexyloxy)-phenyl)-[1,1-biphenyl]-4,4-dicarboxamide
-
 Staphylococcus aureus
N4-(3-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-N4'-(3-methoxyphenyl)-[1,1-biphenyl]-4,4-dicarboxamide
-
 Escherichia coli
N4-(3-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-N4'-(3-methoxyphenyl)-[1,1-biphenyl]-4,4-dicarboxamide
-
 Staphylococcus aureus
N4-(3-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-N4'-3(-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-[1,1-biphenyl]-4,4-dicarboxamide
-
 Escherichia coli
[1-hydroxy-2-(3-[3-[3-(2-hydroxy-2,2-bis-phosphono-ethyl)-biphenyl-3-ylsulfamoyl]-benzenesulfonylamino]-biphenyl-3-yl)-1-phosphono-ethyl]-phosphonic acid
-
 Escherichia coli
[1-hydroxy-2-(3-[3-[3-(2-hydroxy-2,2-bis-phosphono-ethyl)-biphenyl-3-ylsulfamoyl]-benzenesulfonylamino]-biphenyl-3-yl)-1-phosphono-ethyl]-phosphonic acid
-
 Staphylococcus aureus

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+ required Staphylococcus aureus
Mg2+ required Escherichia coli

Organism

Organism UniProt Comment Textmining
Escherichia coli P60472
-
-
Staphylococcus aureus
-
 a methicillin-resistant strain
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate
-
 Staphylococcus aureus 8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
 ?
(2E,6E)-farnesyl diphosphate + 8 isopentenyl diphosphate
-
 Escherichia coli 8 diphosphate + ditrans,octacis-undecaprenyl diphosphate
-
 ?

Synonyms

Synonyms Comment Organism
undecaprenyl diphosphate synthase
-
 Staphylococcus aureus
undecaprenyl diphosphate synthase
-
 Escherichia coli
UPPs
-
 Staphylococcus aureus
UPPs
-
 Escherichia coli

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
 assay at Staphylococcus aureus
37
-
 assay at Escherichia coli

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
 assay at Staphylococcus aureus
7.5
-
 assay at Escherichia coli

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00011
-
 pH 7.5, 37°C Staphylococcus aureus N4,N4'-bis(3-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-[1,1'-biphenyl]-4,4'-bicarboxamide
0.00036
-
 pH 7.5, 37°C Staphylococcus aureus 1,4-bis(6-(4,5-dihydro-1H-imidazol-2-yl)-1H-indol-2-yl)benzene
0.00036
-
 pH 7.5, 37°C Staphylococcus aureus [1-hydroxy-2-(3-[3-[3-(2-hydroxy-2,2-bis-phosphono-ethyl)-biphenyl-3-ylsulfamoyl]-benzenesulfonylamino]-biphenyl-3-yl)-1-phosphono-ethyl]-phosphonic acid
0.00039
-
 pH 7.5, 37°C Staphylococcus aureus [1-hydroxy-2-(3-[3-[3-(2-hydroxy-2,2-bis-phosphono-ethyl)-biphenyl-3-ylsulfamoyl]-benzenesulfonylamino]-biphenyl-3-yl)-1-phosphono-ethyl]-phosphonic acid
0.00047
-
 pH 7.5, 37°C Staphylococcus aureus 1,4-bis(6-(1,4,5,6-tetrahydropyrimidin-2-yl)-1H-indol-2-yl)-benzene
0.00068
-
 pH 7.5, 37°C Staphylococcus aureus 1,4-bis(6-(1,4,5,6-tetrahydropyrimidin-2-yl)-1H-indol-2-yl)-benzene
0.0014
-
 pH 7.5, 37°C Staphylococcus aureus 2,2'-(5,5'-(1,3-phenylenebis(ethyne-2,1-diyl))bis(3-bromo-5,1-phenylene))diethanamine
0.0017
-
 pH 7.5, 37°C Staphylococcus aureus 1,4-bis(6-(4,5-dihydro-1H-imidazol-2-yl)-1H-indol-2-yl)benzene
0.0021
-
 pH 7.5, 37°C Staphylococcus aureus N4-(3-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-N4'-(3-methoxyphenyl)-[1,1-biphenyl]-4,4-dicarboxamide
0.0035
-
 pH 7.5, 37°C Staphylococcus aureus N4,N4'-bis(3-(4,5-dihydro-1H-imidazol-2-yl)phenyl)biphenyl-4,4'-bis(carbothioamide)
0.0045
-
 pH 7.5, 37°C Staphylococcus aureus N4,N4'-bis(3-(1,4,5,6-tetrahydropyrimidin-2-yl)phenyl)biphenyl-4,4'-dicarboxamide
0.0048
-
 pH 7.5, 37°C Staphylococcus aureus N1,N4-bis(4-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-2-nitroterephthalamide
0.0049
-
 pH 7.5, 37°C Staphylococcus aureus N1,N4-bis(4-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-2-nitroterephthalamide dihydrochloride
0.0051
-
 pH 7.5, 37°C Staphylococcus aureus 2,2'-(E)-ethene-1,2-diylbis[6-(4,5-dihydro-1H-imidazol-2-yl)-1H-indole]
0.0055
-
 pH 7.5, 37°C Staphylococcus aureus N4,N4'-bis(3-(1,4,5,6-tetrahydropyrimidin-2-yl)phenyl)biphenyl-4,4'-dicarboxamide
0.0056
-
 pH 7.5, 37°C Staphylococcus aureus (2S,3R,4S,5S,6R)-2-(3-((4-((3-(4,5-dihydro-1H-imidazol-2-yl)-phenyl)ethynyl)phenyl)ethynyl)phenoxy)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol
0.0057
-
 pH 7.5, 37°C Staphylococcus aureus N-[3-(4,5-dihydro-1H-imidazol-2-yl)phenyl]-N'-(3-phenoxyphenyl)biphenyl-4,4'-dicarboxamide
0.0061
-
 pH 7.5, 37°C Staphylococcus aureus 2,2'-(5,5'-(1,3-phenylenebis(ethyne-2,1-diyl))bis(3-bromo-5,1-phenylene))diethanamine
0.0075
-
 pH 7.3, 37°C Staphylococcus aureus clomiphene
0.0089
-
 pH 7.5, 37°C Staphylococcus aureus N4-(3-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-N4'-(3-(hexyloxy)-phenyl)-[1,1-biphenyl]-4,4-dicarboxamide
0.0092
-
 pH 7.5, 37°C Staphylococcus aureus N4,N4'-bis(3-(4,5-dihydro-1H-imidazol-2-yl)phenyl)biphenyl-4,4'-bis(carbothioamide)
0.0094
-
 pH 7.5, 37°C Staphylococcus aureus N4-(3-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-N4'-(3-methoxyphenyl)-[1,1-biphenyl]-4,4-dicarboxamide
0.011
-
 pH 7.5, 37°C Staphylococcus aureus N-[3-(4,5-dihydro-1H-imidazol-2-yl)phenyl]-N'-(3-phenoxyphenyl)biphenyl-4,4'-dicarboxamide
0.012
-
 pH 7.5, 37°C Staphylococcus aureus 2,2'-(E)-ethene-1,2-diylbis[6-(4,5-dihydro-1H-imidazol-2-yl)-1H-indole]
0.014
-
 pH 7.5, 37°C Staphylococcus aureus (2S,3R,4S,5S,6R)-2-(3-((4-((3-(4,5-dihydro-1H-imidazol-2-yl)-phenyl)ethynyl)phenyl)ethynyl)phenoxy)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol
0.025
-
 pH 7.5, 37°C Staphylococcus aureus N4-(3-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-N4'-(3-(hexyloxy)-phenyl)-[1,1-biphenyl]-4,4-dicarboxamide
0.24
-
 pH 7.5, 37°C Staphylococcus aureus 4,4'-[pentane-1,5-diylbis(oxy)]dibenzenecarboximidamide
0.38
-
 pH 7.5, 37°C Staphylococcus aureus N4-(3-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-N4'- (3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-[1,1-biphenyl]-4,4-dicarboxamide
0.4
-
 pH 7.5, 37°C Staphylococcus aureus 4,4'-[pentane-1,5-diylbis(oxy)]dibenzenecarboximidamide
0.53
-
 pH 7.5, 37°C Staphylococcus aureus N4-(3-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-N4'- (3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-[1,1-biphenyl]-4,4-dicarboxamide
1
-
 pH 7.5, 37°C Staphylococcus aureus N-[2-[(2-[1-[(3-amino-3-iminopropyl)amino]ethenyl]-1-methyl-1H-imidazol-4-yl)acetyl]-1-methyl-1H-imidazol-4-yl]-N2-(diaminomethylidene)glycinamide
1.4
-
 pH 7.5, 37°C Staphylococcus aureus N-[2-[(2-[1-[(3-amino-3-iminopropyl)amino]ethenyl]-1-methyl-1H-imidazol-4-yl)acetyl]-1-methyl-1H-imidazol-4-yl]-N2-(diaminomethylidene)glycinamide