Crystallization (Comment) | Organism |
---|---|
in complex with ([(benzylsulfonyl)amino]methyl)boronic acid, 4-([[(dihydroxyboranyl)methyl]sulfamoyl]methyl)benzoic acid, and 3-[(2R)-2-[(benzylsulfonyl)amino]-2-(dihydroxyboranyl)ethyl]benzoic acid, to 1.6, 1.8 and 1.6 A resolution, respectively. The sulfonamides have a highly distinct structure-activity relationship from the carboxamides, with high ligand efficiencies, and Ki values down to 25 nM and up to 23 times better for smaller analogs. Conversely, Ki values are 10 to 20 times worse for larger molecules than in the carboxamide congener series. X-ray crystal structures suggest that this altered structure-activity relationship results from the different geometry and polarity of the sulfonamide versus the carboxamide | Escherichia coli |
Inhibitors | Comment | Organism | Structure |
---|---|---|---|
([(benzylsulfonyl)amino]methyl)boronic acid | - |
Escherichia coli | |
([[(2-ethoxynaphthalen-1-yl)carbonyl]amino]methyl)boronic acid | - |
Escherichia coli | |
3-[(2R)-2-(dihydroxyboranyl)-2-[[(thiophen-2-ylmethyl)sulfonyl]amino]ethyl]benzoic acid | - |
Escherichia coli | |
3-[(2R)-2-[(benzylsulfonyl)amino]-2-(dihydroxyboranyl)ethyl]benzoic acid | - |
Escherichia coli | |
4-([[(dihydroxyboranyl)methyl]sulfamoyl]methyl)benzoic acid | - |
Escherichia coli |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Escherichia coli | P00811 | - |
- |
Synonyms | Comment | Organism |
---|---|---|
AmpC | - |
Escherichia coli |
Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
---|---|---|---|---|---|
0.000001 | - |
3-[(2R)-2-(dihydroxyboranyl)-2-[[(thiophen-2-ylmethyl)sulfonyl]amino]ethyl]benzoic acid | pH 6.5, 22°C | Escherichia coli | |
0.000025 | - |
4-([[(dihydroxyboranyl)methyl]sulfamoyl]methyl)benzoic acid | pH 6.5, 22°C | Escherichia coli | |
0.000033 | - |
([[(2-ethoxynaphthalen-1-yl)carbonyl]amino]methyl)boronic acid | pH 6.5, 22°C | Escherichia coli | |
0.00007 | - |
([(benzylsulfonyl)amino]methyl)boronic acid | pH 6.5, 22°C | Escherichia coli | |
0.00043 | - |
3-[(2R)-2-[(benzylsulfonyl)amino]-2-(dihydroxyboranyl)ethyl]benzoic acid | pH 6.5, 22°C | Escherichia coli |