Inhibitors | Comment | Organism | Structure |
---|---|---|---|
(3-chlorophenyl)(2-thioxo-1H-benzo[d]imidazol-1-yl)methanone | - |
Streptococcus agalactiae | |
(E)-3-phenyl-1-(2-thioxobenzo[d]oxazol-3(2H)-yl)prop-2-en-1-one | 36% inhibition | Streptococcus agalactiae | |
1,3-benzoxazole-2(3H)-thione | - |
Streptococcus agalactiae | |
1,3-diacetyl-1H-benzo[d]imidazol-2(3H)-one | 10% inhibition | Streptococcus agalactiae | |
1,3-diacetylbenzimidazole-2-thione | - |
Streptococcus agalactiae | |
1,3-dihydro-2H-benzimidazole-2-thione | - |
Streptococcus agalactiae | |
1-(2-thioxo-1H-benzo[d]imidazol-1-yl)-3-phenylpropan-1-one | - |
Streptococcus agalactiae | |
1-(2-thioxo-1H-benzo[d]imidazol-1-yl)butan-1-one | - |
Streptococcus agalactiae | |
1-(2-thioxo-1H-benzo[d]imidazol-1-yl)ethanone | - |
Streptococcus agalactiae | |
1-(2-thioxo-1H-benzo[d]imidazol-1-yl)hexan-1-one | - |
Streptococcus agalactiae | |
1-(2-thioxo-1H-benzo[d]imidazol-1-yl)propan-1one | - |
Streptococcus agalactiae | |
1-(2-thioxobenzo[d]oxazol-3(2H)-yl)decan-1-one | - |
Streptococcus agalactiae | |
1-(2-thioxobenzo[d]oxazol-3(2H)-yl)ethanone | - |
Streptococcus agalactiae | |
1-(2-thioxobenzo[d]oxazol-3(2H)-yl)hexadecan-1-one | - |
Streptococcus agalactiae | |
1-(2-thioxobenzo[d]oxazol-3(2H)-yl)hexan-1-one | - |
Streptococcus agalactiae | |
1-(2-thioxobenzo[d]oxazol-3(2H)-yl)propan-1-one | - |
Streptococcus agalactiae | |
1-(3-acetyl-1,2-dihydro-2-thioxobenzo[d]imidazol-1-yl)hexan-1-one | - |
Streptococcus agalactiae | |
1-(3-ethyl-1,2-dihydro-2-thioxobenzo[d]imidazole-1-yl)ethanone | - |
Streptococcus agalactiae | |
1-ethyl-1H-benzo[d]imidazole-2(3H)-thione | 28% inhibition | Streptococcus agalactiae | |
2-phenoxy-1-(2-thioxobenzo[d]oxazol-3(2H)-yl)ethanone | - |
Streptococcus agalactiae | |
2-phenyl-1-(2-thioxobenzo[d]oxazol-3(2H)-yl)ethanone | - |
Streptococcus agalactiae | |
3-acetylbenzo[d]oxazol-2(3H)-one | - |
Streptococcus agalactiae | |
3-cyclohexyl-1-(2-thioxobenzo[d]oxazol-3(2H)-yl)propan-1-one | - |
Streptococcus agalactiae | |
3-ethylbenzo[d]oxazole-2(3H)-thione | 17% inhibition | Streptococcus agalactiae | |
3-hexanoylbenzo[d]oxazol-2(3H)-one | - |
Streptococcus agalactiae | |
3-phenyl-1-(2-thioxobenzo[d]oxazol-3(2H)-yl)propan-1-one | - |
Streptococcus agalactiae | |
4-phenyl-1-(2-thioxobenzo[d]oxazol-3(2H)-yl)butan-1-one | - |
Streptococcus agalactiae | |
benzyl 2-thioxobenzo[d]oxazol-3(2H)-carboxylate | - |
Streptococcus agalactiae | |
methyl 2-sulfanylbenzo[d]oxazole-5-carboxylate | 27% inhibition | Streptococcus agalactiae | |
methyl-3-(3-phenylpropanoyl)-2,3-dihydro-2-thioxobenzo[d]oxazole-5-carboxylate | - |
Streptococcus agalactiae | |
additional information | development of structure-based 1-acylated benzimidazole-2-thiones and benzoxazole-2-thiones inhibitors, using the crystal structure of Streptococcus pneumoniae Hyal, overview. Except for N-(3-phenylpropionyl)benzoxazole-2-thione, other N-acylated benzimidazoles and benzoxazoles are just as active at pH 7.4, but not at pH 5.0. The compounds show a binding mode characterized by interactions with residues in the catalytic site and with a hydrophobic patch, overview. No inhibition by 3-hexanoylbenzo[d]oxazol-2(3H)-one. Inhibition at pH 5.0, structure-activity relationships, overview | Streptococcus agalactiae | |
N-(3-phenylpropionyl)benzoxazole-2-thione | - |
Streptococcus agalactiae |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Streptococcus agalactiae | - |
- |
- |
Streptococcus agalactiae 4755 | - |
- |
- |
Synonyms | Comment | Organism |
---|---|---|
Hyal | - |
Streptococcus agalactiae |
hyaluronan lyase | - |
Streptococcus agalactiae |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
37 | - |
assay at | Streptococcus agalactiae |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
5 | 7.4 | assay at | Streptococcus agalactiae |
IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
---|---|---|---|---|---|
0.0001 | - |
pH 7.4, temperature not specified in the publication | Streptococcus agalactiae | 1,3-diacetyl-1H-benzo[d]imidazol-2(3H)-one | |
0.005 | - |
pH 7.4, temperature not specified in the publication | Streptococcus agalactiae | 1,3-diacetylbenzimidazole-2-thione | |
0.012 | - |
pH 7.4, temperature not specified in the publication | Streptococcus agalactiae | 1-(3-acetyl-1,2-dihydro-2-thioxobenzo[d]imidazol-1-yl)hexan-1-one | |
0.015 | - |
pH 5.0, 37°C | Streptococcus agalactiae | N-(3-phenylpropionyl)benzoxazole-2-thione | |
0.016 | - |
pH 7.4, 37°C | Streptococcus agalactiae | 1-(2-thioxo-1H-benzo[d]imidazol-1-yl)hexan-1-one | |
0.017 | - |
pH 7.4, 37°C | Streptococcus agalactiae | 1-(2-thioxo-1H-benzo[d]imidazol-1-yl)ethanone | |
0.017 | - |
pH 7.4, 37°C | Streptococcus agalactiae | 1-(2-thioxobenzo[d]oxazol-3(2H)-yl)hexadecan-1-one | |
0.019 | - |
pH 7.4, 37°C | Streptococcus agalactiae | 4-phenyl-1-(2-thioxobenzo[d]oxazol-3(2H)-yl)butan-1-one | |
0.019 | - |
pH 7.4, temperature not specified in the publication | Streptococcus agalactiae | 1-(3-ethyl-1,2-dihydro-2-thioxobenzo[d]imidazole-1-yl)ethanone | |
0.02 | - |
pH 7.4, 37°C | Streptococcus agalactiae | 3-cyclohexyl-1-(2-thioxobenzo[d]oxazol-3(2H)-yl)propan-1-one | |
0.02 | - |
pH 7.4, 37°C | Streptococcus agalactiae | 1-(2-thioxo-1H-benzo[d]imidazol-1-yl)butan-1-one | |
0.021 | - |
pH 7.4, 37°C | Streptococcus agalactiae | methyl-3-(3-phenylpropanoyl)-2,3-dihydro-2-thioxobenzo[d]oxazole-5-carboxylate | |
0.024 | - |
pH 7.4, 37°C | Streptococcus agalactiae | 3-phenyl-1-(2-thioxobenzo[d]oxazol-3(2H)-yl)propan-1-one | |
0.024 | - |
pH 7.4, 37°C | Streptococcus agalactiae | N-(3-phenylpropionyl)benzoxazole-2-thione | |
0.025 | - |
pH 7.4, 37°C | Streptococcus agalactiae | 1-(2-thioxobenzo[d]oxazol-3(2H)-yl)decan-1-one | |
0.026 | - |
pH 7.4, 37°C | Streptococcus agalactiae | 1-(2-thioxo-1H-benzo[d]imidazol-1-yl)propan-1one | |
0.029 | - |
pH 7.4, 37°C | Streptococcus agalactiae | 1-(2-thioxo-1H-benzo[d]imidazol-1-yl)-3-phenylpropan-1-one | |
0.029 | - |
pH 7.4, 37°C | Streptococcus agalactiae | 1-(2-thioxobenzo[d]oxazol-3(2H)-yl)hexan-1-one | |
0.042 | - |
pH 7.4, 37°C | Streptococcus agalactiae | 1-(2-thioxobenzo[d]oxazol-3(2H)-yl)ethanone | |
0.048 | - |
pH 7.4, 37°C | Streptococcus agalactiae | 1-(2-thioxobenzo[d]oxazol-3(2H)-yl)propan-1-one | |
0.062 | - |
pH 7.4, 37°C | Streptococcus agalactiae | 2-phenoxy-1-(2-thioxobenzo[d]oxazol-3(2H)-yl)ethanone | |
0.069 | - |
pH 7.4, 37°C | Streptococcus agalactiae | 2-phenyl-1-(2-thioxobenzo[d]oxazol-3(2H)-yl)ethanone | |
0.07 | - |
pH 7.4, 37°C | Streptococcus agalactiae | (3-chlorophenyl)(2-thioxo-1H-benzo[d]imidazol-1-yl)methanone | |
0.556 | - |
pH 7.4, 37°C | Streptococcus agalactiae | benzyl 2-thioxobenzo[d]oxazol-3(2H)-carboxylate | |
1.45 | - |
pH 7.4, 37°C | Streptococcus agalactiae | 3-acetylbenzo[d]oxazol-2(3H)-one | |
1.86 | - |
pH 7.4, 37°C | Streptococcus agalactiae | 1,3-dihydro-2H-benzimidazole-2-thione | |
2.54 | - |
pH 7.4, 37°C | Streptococcus agalactiae | 1,3-benzoxazole-2(3H)-thione |
General Information | Comment | Organism |
---|---|---|
physiological function | hyaluronan lyases degrade hyaluronan, an important component of the extracellular matrix, and are involved in microbial spread | Streptococcus agalactiae |