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Literature summary for 3.4.21.76 extracted from
- Synthesis and pharmacological characterization of 2-aminobenzaldehyde oxime analogs as dual inhibitors of neutrophil elastase and proteinase 3 (2015), Bioorg. Med. Chem., 23, 1123-1134 .
Application
| Application | Comment | Organism |
|---|---|---|
| drug development | enzyme Pr3 is a target for the generation of agents in the treatment of neutrophilic inflammatory disease | Homo sapiens |
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| (E)-4-(N-(2-(1-(hydroxyimino)butyl)phenyl)sulfamoyl)phenyl pivalate | - |
Homo sapiens |  |
| (E)-4-(N-(2-(1-(hydroxyimino)ethyl)phenyl)sulfamoyl)phenyl pivalate | shows dual inhibitory effects on neutrophil elastase and proteinase 3. The compound significantly attenuates histological changes in lung tissue from mice with LPS-induced acute lung injury (ALI) | Homo sapiens | |
| (E)-4-(N-(2-(1-(hydroxyimino)methyl)phenyl)sulfamoyl)phenyl pivalate | - |
Homo sapiens | |
| (E)-4-(N-(2-(1-(hydroxyimino)propyl)phenyl)sulfamoyl)phenyl pivalate | - |
Homo sapiens | |
| (E)-4-(N-(2-(1-(methoxyimino)ethyl)phenyl)sulfamoyl)phenyl pivalate | - |
Homo sapiens | |
| (Z)-4-(N-(2-(1-(methoxyimino)ethyl)phenyl)sulfamoyl)phenyl pivalate | - |
Homo sapiens | |
| 2-hydroxyethyl 2-(4-(pivaloyloxy)phenylsulfonamido)benzoate | - |
Homo sapiens | |
| 4-(N-(2-(2-hydroxyethylcarbamoyl)phenyl)sulfamoyl)phenyl pivalate | - |
Homo sapiens | |
| 4-(N-(2-acetylphenyl)sulfamoyl)phenyl 2-methylpropane-2-sulfinate | - |
Homo sapiens | |
| 4-(N-(2-acetylphenyl)sulfamoyl)phenyl pivalate | - |
Homo sapiens | |
| 4-(N-(2-butyrylphenyl)sulfamoyl)phenyl pivalate | - |
Homo sapiens | |
| 4-(N-(2-formylphenyl)sulfamoyl)phenyl 2-methylpropane-2-sulfinate | - |
Homo sapiens | |
| 4-(N-(2-formylphenyl)sulfamoyl)phenyl pivalate | - |
Homo sapiens | |
| 4-(N-(2-pentanoyl phenyl)sulfamoyl)phenyl pivalate | - |
Homo sapiens | |
| 4-(N-(2-propionylphenyl)sulfamoyl)phenyl pivalate | - |
Homo sapiens | |
| ethyl 2-(4-(3,3,3-trifluoro-2,2-dimethylpropanoyloxy)benzamido)benzoate | - |
Homo sapiens | |
| ethyl 2-(4-(pivaloyloxy)benzamido)benzoate | - |
Homo sapiens | |
| methyl 2-(4-(3,3,3-trifluoro-2,2-dimethylpropanoyloxy)benzamido)benzoate | - |
Homo sapiens | |
| methyl 2-(4-(3,3,3-trifluoro-2,2-dimethylpropanoyloxy)phenylsulfonamide)benzoate | - |
Homo sapiens | |
| methyl 2-(4-(pivaloyloxy)benzamido)benzoate | - |
Homo sapiens | |
| methyl 2-(4-pivalamidophenylsulfonamido)benzoate | - |
Homo sapiens | |
| additional information | synthesis of a series 2-aminobenzaldehyde oxime and 2-aminobenzoate analogues, their inhibitory effects on neutrophilic serine proteases (NsPs), i.e. cathepsin G, proteinase 3 (Pr3), and human neutrophil elastase (HNE), are determined. A hydroxyl oxime moiety plays an important role in ligand-enzyme affinity through hydrogen bonding, structure-activity relationships, overview. Most of the compounds have a potent and dual inhibitory effect on human neutrophil elastase and Pr3 | Homo sapiens | |
| propyl 2-(4-(3,3,3-trifluoro-2,2-dimethylpropanoyloxy)benzamido)benzoate | - |
Homo sapiens | |
| propyl 2-(4-(pivaloyloxy)benzamido)benzoate | - |
Homo sapiens | |
| sivelestat | acetylating, nonpeptidic inhibitor, sivelestat, developed for the treatment of acute lung injury (ALI )in Japan | Homo sapiens | |
Localization
| Localization | Comment | Organism | GeneOntology No. | Textmining |
|---|---|---|---|---|
| azurophil granule | - |
Homo sapiens | 42582 | - |
Metals/Ions
| Metals/Ions | Comment | Organism | Structure |
|---|---|---|---|
| Ca2+ | required | Homo sapiens | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Homo sapiens | P24158 | - |
- |
Source Tissue
| Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|
| commercial preparation | - |
Homo sapiens | - |
| neutrophil | - |
Homo sapiens | - |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| N-succinyl-Ala-Ala-Pro-Phe-4-nitroanilide + H2O | - |
Homo sapiens | ? | - |
? | |
| t-butyloxycarbonyl-Ala-Ala-Nva-thiobenzyl ester + H2O | - |
Homo sapiens | ? | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| PR3 | - |
Homo sapiens |
| proteinase 3 | - |
Homo sapiens |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 30 | - |
assay at | Homo sapiens |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 7.5 | - |
assay at | Homo sapiens |
IC50 Value
| IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|
| 0.00022 | - |
pH 7.5, 30°C | Homo sapiens | (E)-4-(N-(2-(1-(hydroxyimino)ethyl)phenyl)sulfamoyl)phenyl pivalate | |
| 0.00031 | - |
pH 7.5, 30°C | Homo sapiens | 4-(N-(2-(2-hydroxyethylcarbamoyl)phenyl)sulfamoyl)phenyl pivalate | |
| 0.00034 | - |
pH 7.5, 30°C | Homo sapiens | sivelestat | |
| 0.00036 | - |
pH 7.5, 30°C | Homo sapiens | 4-(N-(2-butyrylphenyl)sulfamoyl)phenyl pivalate | |
| 0.00047 | - |
pH 7.5, 30°C | Homo sapiens | 4-(N-(2-acetylphenyl)sulfamoyl)phenyl pivalate | |
| 0.00053 | - |
pH 7.5, 30°C | Homo sapiens | (E)-4-(N-(2-(1-(hydroxyimino)methyl)phenyl)sulfamoyl)phenyl pivalate | |
| 0.00061 | - |
pH 7.5, 30°C | Homo sapiens | (E)-4-(N-(2-(1-(methoxyimino)ethyl)phenyl)sulfamoyl)phenyl pivalate | |
| 0.00061 | - |
pH 7.5, 30°C | Homo sapiens | 2-hydroxyethyl 2-(4-(pivaloyloxy)phenylsulfonamido)benzoate | |
| 0.00109 | - |
pH 7.5, 30°C | Homo sapiens | 4-(N-(2-propionylphenyl)sulfamoyl)phenyl pivalate | |
| 0.00173 | - |
pH 7.5, 30°C | Homo sapiens | (E)-4-(N-(2-(1-(hydroxyimino)butyl)phenyl)sulfamoyl)phenyl pivalate | |
| 0.00205 | - |
pH 7.5, 30°C | Homo sapiens | 4-(N-(2-formylphenyl)sulfamoyl)phenyl pivalate | |
| 0.00205 | - |
pH 7.5, 30°C | Homo sapiens | methyl 2-(4-(pivaloyloxy)benzamido)benzoate | |
| 0.00231 | - |
pH 7.5, 30°C | Homo sapiens | 4-(N-(2-pentanoyl phenyl)sulfamoyl)phenyl pivalate | |
| 0.00237 | - |
pH 7.5, 30°C | Homo sapiens | (Z)-4-(N-(2-(1-(methoxyimino)ethyl)phenyl)sulfamoyl)phenyl pivalate | |
| 0.0025 | - |
pH 7.5, 30°C | Homo sapiens | (E)-4-(N-(2-(1-(hydroxyimino)propyl)phenyl)sulfamoyl)phenyl pivalate | |
| 0.00302 | - |
pH 7.5, 30°C | Homo sapiens | ethyl 2-(4-(pivaloyloxy)benzamido)benzoate | |
| 0.00391 | - |
pH 7.5, 30°C | Homo sapiens | propyl 2-(4-(pivaloyloxy)benzamido)benzoate | |
| 0.00494 | - |
pH 7.5, 30°C | Homo sapiens | methyl 2-(4-(3,3,3-trifluoro-2,2-dimethylpropanoyloxy)phenylsulfonamide)benzoate | |
| 0.01 | - |
above, pH 7.5, 30°C | Homo sapiens | methyl 2-(4-(3,3,3-trifluoro-2,2-dimethylpropanoyloxy)benzamido)benzoate | |
| 0.01 | - |
above, pH 7.5, 30°C | Homo sapiens | ethyl 2-(4-(3,3,3-trifluoro-2,2-dimethylpropanoyloxy)benzamido)benzoate | |
| 0.01 | - |
above, pH 7.5, 30°C | Homo sapiens | propyl 2-(4-(3,3,3-trifluoro-2,2-dimethylpropanoyloxy)benzamido)benzoate | |
| 0.01 | - |
above, pH 7.5, 30°C | Homo sapiens | methyl 2-(4-pivalamidophenylsulfonamido)benzoate | |
| 0.01 | - |
above, pH 7.5, 30°C | Homo sapiens | 4-(N-(2-acetylphenyl)sulfamoyl)phenyl 2-methylpropane-2-sulfinate | |
| 0.01 | - |
above, pH 7.5, 30°C | Homo sapiens | 4-(N-(2-formylphenyl)sulfamoyl)phenyl 2-methylpropane-2-sulfinate | |
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