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Literature summary for 1.3.3.4 extracted from

  • Jiang, L.L.; Zuo, Y.; Wang, Z.F.; Tan, Y.; Wu, Q.Y.; Xi, Z.; Yang, G.F.
    Design and syntheses of novel N-(benzothiazol-5-yl)-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione and N-(benzothiazol-5-yl)isoindoline-1,3-dione as potent protoporphyrinogen oxidase inhibitors (2011), J. Agric. Food Chem., 59, 6172-6179.
    View publication on PubMed

Application

Application Comment Organism
agriculture the enzyme is a herbicidal target Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
methyl 2-((5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-6-fluorobenzothiazol-2-yl)thio)acetate
-
Homo sapiens
methyl [[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
Homo sapiens
methyl [[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
Homo sapiens
additional information design and syntheses of N-(benzothiazol-5-yl)-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione and N-(benzothiazol-5-yl)isoindoline-1,3-dione as potent protoporphyrinogen oxidase inhibitors, herbicidal activities of the compounds, overview Homo sapiens
phenyl 2-[[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
Homo sapiens
phenyl 2-[[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
Homo sapiens
phenyl 2-[[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate
-
Homo sapiens
phenyl 2-[[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
Homo sapiens
phenyl 2-[[6-chloro-5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
Homo sapiens
phenyl 3-[[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
Homo sapiens
phenyl 3-[[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
Homo sapiens
phenyl 3-[[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
Homo sapiens
phenyl 3-[[6-chloro-5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
Homo sapiens
phenyl 4-[[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]butanoate
-
Homo sapiens
phenyl [[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
Homo sapiens
phenyl [[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
Homo sapiens
propan-2-yl [[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
Homo sapiens
propan-2-yl [[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
Homo sapiens
propyl [[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
Homo sapiens
propyl [[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
Homo sapiens
S-(5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-6-fluorobenzothiazol-2-yl) O-methyl carbonothioate
-
Homo sapiens
S-[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl] O-phenyl carbonothioate
-
Homo sapiens
S-[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl] O-methyl carbonothioate
-
Homo sapiens
S-[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl] O-phenyl carbonothioate
-
Homo sapiens
tert-butyl [[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
protoporphyrinogen IX + 3 O2 Homo sapiens
-
protoporphyrin IX + 3 H2O2
-
?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
protoporphyrinogen IX + 3 O2
-
Homo sapiens protoporphyrin IX + 3 H2O2
-
?

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
22
-
assay at room temperature Homo sapiens

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
assay at Homo sapiens

Cofactor

Cofactor Comment Organism Structure
FAD
-
Homo sapiens

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00008
-
S-(5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-6-fluorobenzothiazol-2-yl) O-methyl carbonothioate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.00011
-
phenyl 3-[[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.00018
-
tert-butyl [[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.00021
-
propan-2-yl [[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.00025
-
phenyl [[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.00028
-
propyl [[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.00029
-
phenyl 2-[[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.00032
-
phenyl 3-[[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.00047
-
S-[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl] O-phenyl carbonothioate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.00051
-
S-[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl] O-phenyl carbonothioate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.00052
-
S-[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl] O-methyl carbonothioate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.00075
-
phenyl 4-[[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]butanoate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.0008
-
phenyl 2-[[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.00122
-
methyl 2-((5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-6-fluorobenzothiazol-2-yl)thio)acetate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.00124
-
propyl [[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.0015
-
propan-2-yl [[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.00166
-
phenyl [[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]acetate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.00166
-
phenyl 2-[[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.00225
-
methyl [[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.00376
-
phenyl 3-[[6-chloro-5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.00392
-
methyl [[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]acetate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.00552
-
phenyl 3-[[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.0859
-
phenyl 2-[[6-chloro-5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate pH 7.5, 22°C, recombinant enzyme Homo sapiens
0.132
-
phenyl 2-[[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate pH 7.5, 22°C, recombinant enzyme Homo sapiens