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Literature summary extracted from

  • Zuo, Y.; Yang, S.G.; Jiang, L.L.; Hao, G.F.; Wang, Z.F.; Wu, Q.Y.; Xi, Z.; Yang, G.F.
    Quantitative structure-activity relationships of 1,3,4-thiadiazol-2(3H)-ones and 1,3,4-oxadiazol-2(3H)-ones as human protoporphyrinogen oxidase inhibitors (2012), Bioorg. Med. Chem., 20, 296-304.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.3.3.4 3-[6-bromo-2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-5-tert-butyl-1,3,4-oxadiazol-2(3H)-one
-
 Homo sapiens
1.3.3.4 3-[6-bromo-2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-5-tert-butyl-1,3,4-thiadiazol-2(3H)-one
-
 Homo sapiens
1.3.3.4 5-tert-butyl-3-[6-chloro-2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-1,3,4-oxadiazol-2(3H)-one
-
 Homo sapiens
1.3.3.4 5-tert-butyl-3-[6-chloro-2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-1,3,4-thiadiazol-2(3H)-one
-
 Homo sapiens
1.3.3.4 5-tert-butyl-3-[6-fluoro-2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-1,3,4-oxadiazol-2(3H)-one
-
 Homo sapiens
1.3.3.4 5-tert-butyl-3-[6-fluoro-2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-1,3,4-thiadiazol-2(3H)-one
-
 Homo sapiens
1.3.3.4 ethyl [[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
 Homo sapiens
1.3.3.4 ethyl [[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
 Homo sapiens
1.3.3.4 methyl [[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
 Homo sapiens
1.3.3.4 methyl [[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
 Homo sapiens
1.3.3.4 additional information quantitative structure-activity relationships of 1,3,4-thiadiazol-2(3H)-ones and 1,3,4-oxadiazol-2(3H)-ones as human protoporphyrinogen oxidase inhibitors, 23 1,3,4-thiadiazol-2(3H)-ones bearing benzothiazole substructure are designed and synthesized, overview Homo sapiens
1.3.3.4 oxadiazon
-
 Homo sapiens
1.3.3.4 phenyl 2-[[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate
-
 Homo sapiens
1.3.3.4 phenyl 2-[[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
 Homo sapiens
1.3.3.4 phenyl 2-[[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate
-
 Homo sapiens
1.3.3.4 phenyl 2-[[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
 Homo sapiens
1.3.3.4 phenyl 2-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate
-
 Homo sapiens
1.3.3.4 phenyl 2-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
 Homo sapiens
1.3.3.4 phenyl 2-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate
-
 Homo sapiens
1.3.3.4 phenyl 2-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate
-
 Homo sapiens
1.3.3.4 phenyl 2-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
 Homo sapiens
1.3.3.4 phenyl 2-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate
-
 Homo sapiens
1.3.3.4 phenyl 2-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
 Homo sapiens
1.3.3.4 phenyl 3-[[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
 Homo sapiens
1.3.3.4 phenyl 3-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
 Homo sapiens
1.3.3.4 phenyl 3-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
 Homo sapiens
1.3.3.4 phenyl 3-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
 Homo sapiens
1.3.3.4 phenyl 3-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
 Homo sapiens
1.3.3.4 phenyl 4-[[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]butanoate
-
 Homo sapiens
1.3.3.4 phenyl 4-[[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]butanoate
-
 Homo sapiens
1.3.3.4 phenyl 4-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]butanoate
-
 Homo sapiens
1.3.3.4 phenyl 4-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]butanoate
-
 Homo sapiens
1.3.3.4 phenyl 4-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]butanoate
-
 Homo sapiens
1.3.3.4 phenyl 4-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]butanoate
-
 Homo sapiens
1.3.3.4 phenyl [[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
 Homo sapiens
1.3.3.4 phenyl [[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
 Homo sapiens
1.3.3.4 phenyl [[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
 Homo sapiens
1.3.3.4 phenyl [[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
 Homo sapiens
1.3.3.4 phenyl [[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
 Homo sapiens
1.3.3.4 propan-2-yl [[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
 Homo sapiens
1.3.3.4 propan-2-yl [[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
 Homo sapiens
1.3.3.4 propyl [[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
 Homo sapiens
1.3.3.4 propyl [[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
 Homo sapiens
1.3.3.4 S-[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl] O-phenyl carbonothioate
-
 Homo sapiens
1.3.3.4 S-[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl] O-ethyl carbonothioate
-
 Homo sapiens
1.3.3.4 S-[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl] O-phenyl carbonothioate
-
 Homo sapiens
1.3.3.4 S-[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl] O-ethyl carbonothioate
-
 Homo sapiens

Natural Substrates/ Products (Substrates)

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

Organism

EC Number Organism UniProt Comment Textmining
1.3.3.4 Homo sapiens
-
-
-

Substrates and Products (Substrate)

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

Synonyms

EC Number Synonyms Comment Organism
1.3.3.4 PPO
-
 Homo sapiens
1.3.3.4 protox
-
 Homo sapiens

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.3.3.4 0.00004
-
 S-[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl] O-ethyl carbonothioate pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.0002
-
 S-[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl] O-phenyl carbonothioate pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.00034
-
 ethyl [[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.00126
-
 propan-2-yl [[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.00128
-
 phenyl 3-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]propanoate pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.00131
-
 propyl [[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.00305
-
 methyl [[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.00346
-
 phenyl 2-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.00582
-
 phenyl [[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]acetate pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.00589
-
 phenyl 3-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.00867
-
 phenyl 4-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]butanoate pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.00926
-
 phenyl 3-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.00973
-
 5-tert-butyl-3-[6-fluoro-2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-1,3,4-thiadiazol-2(3H)-one pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.012
-
 phenyl 2-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]propanoate pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.0156
-
 phenyl [[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]acetate pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.0177
-
 phenyl 4-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]butanoate pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.0207
-
 3-[6-bromo-2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-5-tert-butyl-1,3,4-thiadiazol-2(3H)-one pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.0214
-
 5-tert-butyl-3-[6-chloro-2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-1,3,4-thiadiazol-2(3H)-one pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.0275
-
 phenyl 3-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.0344
-
 phenyl 2-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.0435
-
 phenyl 2-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate pH and temperature not specified in the publication Homo sapiens
1.3.3.4 0.173
-
 phenyl 2-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate pH and temperature not specified in the publication Homo sapiens
1.3.3.4 2.45
-
 phenyl 4-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]butanoate pH and temperature not specified in the publication Homo sapiens