Literature summary for 1.3.5.2 extracted from

Hartuti, E.D.; Sakura, T.; Tagod, M.S.O.; Yoshida, E.; Wang, X.; Mochizuki, K.; Acharjee, R.; Matsuo, Y.; Tokumasu, F.; Mori, M.; Waluyo, D.; Shiomi, K.; Nozaki, T.; Hamano, S.; Shiba, T.; Kita, K.; Inaoka, D.K.
Identification of 3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine derivatives as novel selective inhibitors of Plasmodium falciparum dihydroorotate dehydrogenase (2021), Int. J. Mol. Sci., 22, 7236 .

Inhibitors

Inhibitors	Comment	Organism
10-phenyl-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
3-(3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazol-9-yl)phenol	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
4-(3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazol-9-yl)phenol	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
4-(6-imino-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-9-yl)benzamide	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
8-(1,3,3a,4-tetrahydro-2-benzofuran-4-yl)-3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazole	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
8-(1,8a-dihydronaphthalen-1-yl)-3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazole	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
8-(oxolan-2-yl)-3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazole	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
8-(pyridin-3-yl)-3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazole	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
8-(thiolan-3-yl)-3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazole	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
9-(1-benzofuran-2-yl)-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
9-(2,3-dihydro-1,4-benzodioxin-6-yl)-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
9-(2-methoxyphenyl)-3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazole	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
9-(2-nitrophenyl)-3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazole	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
9-(2H-1,3-benzodioxol-5-yl)-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
9-(3-ethylphenyl)-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
9-(4-nitrophenyl)-3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazole	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
9-(4-phenoxyphenyl)-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
9-(isoquinolin-6-yl)-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
9-(naphthalen-1-yl)-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
9-(naphthalen-2-yl)-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
9-phenyl-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
9-phenyl-3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazole	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
9-[(E)-2-phenylethenyl]-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
9-[3-[(propan-2-yl)oxy]phenyl]-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
9-[4-(methylsulfanyl)phenyl]-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
9-[4-(trifluoromethoxy)phenyl]-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
methyl 3-(3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazol-9-yl)benzoate	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
methyl 4-(3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazol-9-yl)benzoate	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
methyl 4-(6-imino-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-9-yl)benzoate	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
trifluoromethyl 6-(6-imino-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-9-yl)-1H-indole-3-carboxylate	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum
[4-(6-imino-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-9-yl)phenyl](4-[[(prop-2-yn-1-yl)oxy]methyl]phenyl)methanone	IC50 value for human enzyme above 0.0045 mM	Plasmodium falciparum

Organism

Organism	UniProt	Comment	Textmining
Plasmodium falciparum	Q08210	-	-

IC50 Value

IC50 Value	IC50 Value Maximum	Comment	Organism	Inhibitor
0.00065	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	9-(naphthalen-2-yl)-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine
0.00068	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	9-phenyl-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine
0.00076	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	10-phenyl-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine
0.00076	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	trifluoromethyl 6-(6-imino-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-9-yl)-1H-indole-3-carboxylate
0.00085	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	9-(naphthalen-1-yl)-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine
0.00094	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	8-(thiolan-3-yl)-3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazole
0.00096	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	9-(isoquinolin-6-yl)-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine
0.00096	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	9-[4-(methylsulfanyl)phenyl]-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine
0.00097	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	9-(2,3-dihydro-1,4-benzodioxin-6-yl)-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine
0.00107	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	9-(4-phenoxyphenyl)-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine
0.00107	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	9-[(E)-2-phenylethenyl]-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine
0.0011	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	8-(1,8a-dihydronaphthalen-1-yl)-3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazole
0.00115	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	9-(2-nitrophenyl)-3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazole
0.00115	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	methyl 4-(3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazol-9-yl)benzoate
0.00118	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	9-(2-methoxyphenyl)-3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazole
0.00118	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	9-(2H-1,3-benzodioxol-5-yl)-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine
0.00121	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	[4-(6-imino-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-9-yl)phenyl](4-[[(prop-2-yn-1-yl)oxy]methyl]phenyl)methanone
0.00122	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	methyl 4-(6-imino-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-9-yl)benzoate
0.00129	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	8-(1,3,3a,4-tetrahydro-2-benzofuran-4-yl)-3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazole
0.0013	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	9-(1-benzofuran-2-yl)-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine
0.0013	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	9-(4-nitrophenyl)-3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazole
0.00143	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	9-[4-(trifluoromethoxy)phenyl]-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine
0.00143	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	methyl 3-(3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazol-9-yl)benzoate
0.00144	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	3-(3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazol-9-yl)phenol
0.00148	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	8-(pyridin-3-yl)-3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazole
0.00151	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	9-phenyl-3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazole
0.00152	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	9-(3-ethylphenyl)-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine
0.00153	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	8-(oxolan-2-yl)-3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazole
0.00156	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	9-[3-[(propan-2-yl)oxy]phenyl]-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine
0.00181	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	4-(3,4-dihydro-2H-pyrimido[1,2-b][1,2]benzothiazol-9-yl)phenol
0.00182	-	pH 8.0, temperature not specified in the publication	Plasmodium falciparum	4-(6-imino-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-9-yl)benzamide