Inhibitors | Comment | Organism | Structure |
---|---|---|---|
2-(4-(2,4-dichlorophenoxy)phenyl)-6-(4,5-dihydro-1H-imidazol-2-yl)-1H-indole | - |
Clostridium botulinum | |
2-(4-(2-chloro-4-cyanophenoxy)phenyl)-1H-indole-6-carbonitrile | - |
Clostridium botulinum | |
2-(4-(2-chloro-4-cyanophenoxy)phenyl)-6-(4,5-dihydro-1H-imidazol-2-yl)indole | - |
Clostridium botulinum | |
2-(4-(4-(6-(1,4,5,6-tetrahydropyrimidin-2-yl)benzo[b]thiophen-2-yl)phenoxy)phenyl)-1,4,5,6-tetrahydropyrimidine | - |
Clostridium botulinum | |
2-(4-(4-(6-(4,5-dihydro-1H-imidazol-2-yl)benzo[b]thiophen-2-yl)phenoxy)phenyl)-4,5-dihydro-1H-imidazole | - |
Clostridium botulinum | |
2-(4-(4-(6-(5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)-1H-indol-2-yl)phenoxy)phenyl)-1,4,5,6-tetrahydropyrimidin-5-ol | - |
Clostridium botulinum | |
2-(4-(4-carbamoylphenoxy)phenyl)-1H-indole-6-carboxamide | - |
Clostridium botulinum | |
2-(4-(4-cyanophenoxy)phenyl)-1H-indole-6-carboximidamide | - |
Clostridium botulinum | |
2-(4-(4-cyanophenoxy)phenyl)indole-6-carbonitrile | - |
Clostridium botulinum | |
2-(4-(6-(1,4,5,6-tetrahydropyrimidin-2-yl)benzo[b]thiophen-2-yl)phenyl)-1,4,5,6-tetrahydropyrimidine | - |
Clostridium botulinum | |
2-(4-(6-(4,5-dihydro-1H-imidazol-2-yl)benzo[b]thiophen-2-yl)-phenyl)-4,5-dihydro-1H-imidazole | - |
Clostridium botulinum | |
2-(4-fluorophenyl)-1H-indole-6-carbonitrile | - |
Clostridium botulinum | |
2-(4-fluorophenyl)-1H-indole-6-carboxamide | - |
Clostridium botulinum | |
2-(4-fluorophenyl)-1H-indole-6-carboximidamide | - |
Clostridium botulinum | |
2-(4-methoxyphenyl)-1H-indole-6-carboxamide | - |
Clostridium botulinum | |
2-(4-methoxyphenyl)-1H-indole-6-carboximidamide | - |
Clostridium botulinum | |
2-(4-methoxyphenyl)-6-(4,5-dihydro-1H-imidazol-2-yl)-1H-indole | - |
Clostridium botulinum | |
2-(5-(4-cyanophenoxy)pyridin-2-yl)-1H-indole-6-carbonitrile | - |
Clostridium botulinum | |
2-(5-fluoro-2-pyridyl)-6-benzo[b]thiophenecarboxamide | - |
Clostridium botulinum | |
6-(1,4,5,6-tetrahydropyrimidin-2-yl)-2-(4-(4-(1,4,5,6-tetrahydropyrimidin-2-yl)phenoxy)phenyl)-1H-benzo[d]imidazole | - |
Clostridium botulinum | |
6-(1,4,5,6-tetrahydropyrimidin-2-yl)-2-(4-(4-(1,4,5,6-tetrahydropyrimidin-2-yl)phenoxy)phenyl)-1H-indole | - |
Clostridium botulinum | |
6-(1,4,5,6-tetrahydropyrimidin-2-yl)-2-{5-[4-(1,4,5,6-tetrahydropyrimidin-2-yl)phenoxy]pyridin-2-yl}-1H-indole | - |
Clostridium botulinum | |
6-(3,4,5,6-tetrahydropyrimidin-2-yl)-2-(4-(3,4,5,6-tetrahydropyrimidin-2-yl)phenyl)-1H-indole | - |
Clostridium botulinum | |
6-(4,5-dihydro-1H-imidazol-2-yl)-2-(4-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-1H-indole | - |
Clostridium botulinum | |
6-(4,5-dihydro-1H-imidazol-2-yl)-2-(4-(4-(4,5-dihydro-1H-imidazol-2-yl)phenoxy)phenyl)-1H-benzo[d]imidazole | - |
Clostridium botulinum | |
6-(4,5-dihydro-1H-imidazol-2-yl)-2-(4-(4-(4,5-dihydro-1H-imidazol-2-yl)phenoxy)phenyl)-1H-indole | - |
Clostridium botulinum | |
6-(4,5-dihydro-1H-imidazol-2-yl)-2-(4-fluorophenyl)-1H-indole | - |
Clostridium botulinum | |
6-(4,5-dihydroimidazol-2-yl)-2-(5-(4-(4,5-dihydroimidazol-2-yl)phenoxy)pyridine-2-yl)indole | - |
Clostridium botulinum | |
6-chloro-2-(4-(4-(4,5-dihydro-1H-imidazol-2-yl)phenoxy)-phenyl)-1H-indole | - |
Clostridium botulinum | |
cinnamic acid hydroxamate | - |
Clostridium botulinum | |
additional information | development of specific potent inhibitors of BoNT/A light chain, structure-activity relationship studies, overview | Clostridium botulinum | |
N'-(2-(dimethylamino)ethyl)-2-(4-(4-(N'-2-(dimethylaminoethyl)carbamimidoyl)phenoxy)phenyl)-1H-indole-6-carboximidamide | - |
Clostridium botulinum | |
N,N-bis(7-aminoheptyl)-1-benzyl-4-[3-(hydroxyamino)-3-oxopropyl]-5-(3-hydroxy-3,3-diphenylpropyl)-1H-pyrrole-2-carboxamide | a tetrasubstituted pyrrole inhibitor | Clostridium botulinum | |
N1-(6-(6-(4,5-dihydro-1H-imidazol-2-yl)benzo[b]thiophen-2-yl)-pyridine-3-yl)ethane-1,2-diamine | - |
Clostridium botulinum | |
NSC 240898 | NSC 240898, a potent BoNT/A LC endopeptidase inhibitor, 75% inhibition at 0.02 mM, no cytotoxicity | Clostridium botulinum |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Clostridium botulinum | - |
- |
- |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
SNRTRIDEANK(Dnp)RA(S-(N-[4-methyl-7-dimethylamino-coumarin-3-yl]-carboxamidomethyl)-L-cysteine)RML + H2O | a SNAP-25 peptide, residues 187-203, substrate BoNT/A LC FRET-based assay | Clostridium botulinum | SNRTRIDEANK(Dnp) + RA(S-(N-[4-methyl-7-dimethylamino-coumarin-3-yl]-carboxamidomethyl)-L-cysteine)RML | - |
? |
Synonyms | Comment | Organism |
---|---|---|
BoNT/A | - |
Clostridium botulinum |
botulinum neurotoxin a | - |
Clostridium botulinum |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
37 | - |
assay at | Clostridium botulinum |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
7.4 | - |
assay at | Clostridium botulinum |
IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
---|---|---|---|---|---|
0.0025 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | N'-(2-(dimethylamino)ethyl)-2-(4-(4-(N'-2-(dimethylaminoethyl)carbamimidoyl)phenoxy)phenyl)-1H-indole-6-carboximidamide | |
0.0071 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 2-(4-(4-(6-(4,5-dihydro-1H-imidazol-2-yl)benzo[b]thiophen-2-yl)phenoxy)phenyl)-4,5-dihydro-1H-imidazole | |
0.0073 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 2-(4-(4-(6-(5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)-1H-indol-2-yl)phenoxy)phenyl)-1,4,5,6-tetrahydropyrimidin-5-ol | |
0.011 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | NSC 240898 | |
0.0125 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 6-(4,5-dihydro-1H-imidazol-2-yl)-2-(4-(4-(4,5-dihydro-1H-imidazol-2-yl)phenoxy)phenyl)-1H-indole | |
0.02 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 6-(4,5-dihydro-1H-imidazol-2-yl)-2-(4-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-1H-indole | |
0.021 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 6-(1,4,5,6-tetrahydropyrimidin-2-yl)-2-(4-(4-(1,4,5,6-tetrahydropyrimidin-2-yl)phenoxy)phenyl)-1H-indole | |
0.0245 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 6-(4,5-dihydro-1H-imidazol-2-yl)-2-(4-(4-(4,5-dihydro-1H-imidazol-2-yl)phenoxy)phenyl)-1H-benzo[d]imidazole | |
0.025 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 2-(4-(4-cyanophenoxy)phenyl)-1H-indole-6-carboximidamide | |
0.025 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 2-(4-(2,4-dichlorophenoxy)phenyl)-6-(4,5-dihydro-1H-imidazol-2-yl)-1H-indole | |
0.028 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 6-(1,4,5,6-tetrahydropyrimidin-2-yl)-2-(4-(4-(1,4,5,6-tetrahydropyrimidin-2-yl)phenoxy)phenyl)-1H-benzo[d]imidazole | |
0.03 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 2-(4-(2-chloro-4-cyanophenoxy)phenyl)-6-(4,5-dihydro-1H-imidazol-2-yl)indole | |
0.043 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 2-(4-(6-(4,5-dihydro-1H-imidazol-2-yl)benzo[b]thiophen-2-yl)-phenyl)-4,5-dihydro-1H-imidazole | |
0.045 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 2-(4-methoxyphenyl)-6-(4,5-dihydro-1H-imidazol-2-yl)-1H-indole | |
0.054 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 2-(4-(4-(6-(1,4,5,6-tetrahydropyrimidin-2-yl)benzo[b]thiophen-2-yl)phenoxy)phenyl)-1,4,5,6-tetrahydropyrimidine | |
0.056 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | N1-(6-(6-(4,5-dihydro-1H-imidazol-2-yl)benzo[b]thiophen-2-yl)-pyridine-3-yl)ethane-1,2-diamine | |
0.067 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 6-(1,4,5,6-tetrahydropyrimidin-2-yl)-2-{5-[4-(1,4,5,6-tetrahydropyrimidin-2-yl)phenoxy]pyridin-2-yl}-1H-indole | |
0.069 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 6-(4,5-dihydroimidazol-2-yl)-2-(5-(4-(4,5-dihydroimidazol-2-yl)phenoxy)pyridine-2-yl)indole | |
0.1 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 2-(4-(4-cyanophenoxy)phenyl)indole-6-carbonitrile | |
0.1 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 2-(4-(4-carbamoylphenoxy)phenyl)-1H-indole-6-carboxamide | |
0.1 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 2-(5-(4-cyanophenoxy)pyridin-2-yl)-1H-indole-6-carbonitrile | |
0.1 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 2-(4-(2-chloro-4-cyanophenoxy)phenyl)-1H-indole-6-carbonitrile | |
0.1 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 6-chloro-2-(4-(4-(4,5-dihydro-1H-imidazol-2-yl)phenoxy)-phenyl)-1H-indole | |
0.1 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 2-(4-fluorophenyl)-1H-indole-6-carbonitrile | |
0.1 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 2-(4-fluorophenyl)-1H-indole-6-carboxamide | |
0.1 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 2-(4-fluorophenyl)-1H-indole-6-carboximidamide | |
0.1 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 6-(4,5-dihydro-1H-imidazol-2-yl)-2-(4-fluorophenyl)-1H-indole | |
0.1 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 2-(4-methoxyphenyl)-1H-indole-6-carboxamide | |
0.1 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 2-(4-methoxyphenyl)-1H-indole-6-carboximidamide | |
0.1 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 6-(3,4,5,6-tetrahydropyrimidin-2-yl)-2-(4-(3,4,5,6-tetrahydropyrimidin-2-yl)phenyl)-1H-indole | |
0.1 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 2-(4-(6-(1,4,5,6-tetrahydropyrimidin-2-yl)benzo[b]thiophen-2-yl)phenyl)-1,4,5,6-tetrahydropyrimidine | |
0.1 | - |
pH 7.4, 37°C, BoNT/A light chain | Clostridium botulinum | 2-(5-fluoro-2-pyridyl)-6-benzo[b]thiophenecarboxamide |