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Literature summary extracted from

  • Alhamadsheh, M.M.; Waters, N.C.; Huddler, D.P.; Kreishman-Deitrick, M.; Florova, G.; Reynolds, K.A.
    Synthesis and biological evaluation of thiazolidine-2-one 1,1-dioxide as inhibitors of Escherichia coli beta-ketoacyl-ACP-synthase III (FabH) (2007), Bioorg. Med. Chem. Lett., 17, 879-883.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.3.1.180 3-(2-phenylethyl)-1,3-thiazolidin-2-one 1,1-dioxide IC50: 0.0019 mM Escherichia coli
2.3.1.180 3-(2-phenylethyl)-1,3-thiazolidin-2-one 1,1-dioxide IC50: 0.0216 mM Plasmodium falciparum
2.3.1.180 3-(2-phenylethyl)-1,3-thiazolidine-2-thione IC50: 0.1 mM, above Escherichia coli
2.3.1.180 3-(2-phenylethyl)-1,3-thiazolidine-2-thione IC50: 0.0555 mM Plasmodium falciparum
2.3.1.180 3-(4-phenoxybenzyl)-1,3-thiazolidin-2-one
-
 Escherichia coli
2.3.1.180 3-(4-phenoxybenzyl)-1,3-thiazolidin-2-one
-
 Plasmodium falciparum
2.3.1.180 3-(4-phenoxybenzyl)-1,3-thiazolidin-2-one 1,1-dioxide
-
 Escherichia coli
2.3.1.180 3-(4-phenoxybenzyl)-1,3-thiazolidin-2-one 1,1-dioxide
-
 Plasmodium falciparum
2.3.1.180 3-(4-phenoxybenzyl)-1,3-thiazolidine-2-thione
-
 Plasmodium falciparum
2.3.1.180 3-(biphenyl-4-ylmethyl)-1,3-thiazolidin-2-one IC50: 0.0109 mM Escherichia coli
2.3.1.180 3-(biphenyl-4-ylmethyl)-1,3-thiazolidin-2-one IC50: 0.0671 mM Plasmodium falciparum
2.3.1.180 3-(biphenyl-4-ylmethyl)-1,3-thiazolidin-2-one 1,1-dioxide IC50: 0.0009 mM Escherichia coli
2.3.1.180 3-(biphenyl-4-ylmethyl)-1,3-thiazolidin-2-one 1,1-dioxide IC50: 0.0494 mM Plasmodium falciparum
2.3.1.180 3-(biphenyl-4-ylmethyl)-1,3-thiazolidine-2-thione IC50: 0.0177 mM; IC50: 0.1 mM, above Escherichia coli
2.3.1.180 3-(biphenyl-4-ylmethyl)-1,3-thiazolidine-2-thione IC50: 0.0053 mM; IC50: 0.0556 mM Plasmodium falciparum
2.3.1.180 3-(pyridin-3-ylmethyl)-1,3-thiazolidin-2-one IC50: 0.0207 mM Escherichia coli
2.3.1.180 3-(pyridin-3-ylmethyl)-1,3-thiazolidin-2-one IC50: 0.0784 mM Plasmodium falciparum
2.3.1.180 3-(pyridin-3-ylmethyl)-1,3-thiazolidine-2-thione IC50: 0.1 mM, above Escherichia coli
2.3.1.180 3-(pyridin-3-ylmethyl)-1,3-thiazolidine-2-thione IC50: 0.0734 mM Plasmodium falciparum
2.3.1.180 3-benzyl-1,3-thiazolidin-2-one IC50: 0.0137 mM Escherichia coli
2.3.1.180 3-benzyl-1,3-thiazolidin-2-one IC50: 0.0909 mM Plasmodium falciparum
2.3.1.180 3-benzyl-1,3-thiazolidin-2-one 1,1-dioxide IC50: 0.0011 mM Escherichia coli
2.3.1.180 3-benzyl-1,3-thiazolidin-2-one 1,1-dioxide IC50: 0.0676 mM Plasmodium falciparum
2.3.1.180 3-benzyl-1,3-thiazolidine-2-thione IC50: 0.1 mM, above Escherichia coli
2.3.1.180 3-benzyl-1,3-thiazolidine-2-thione IC50: 0.0616 mM Plasmodium falciparum
2.3.1.180 3-methyl-1,3-thiazolidin-2-one 1,1-dioxide IC50: 0.1 mM, above Escherichia coli
2.3.1.180 3-methyl-1,3-thiazolidin-2-one 1,1-dioxide IC50: 0.1 mM, above Plasmodium falciparum
2.3.1.180 3-methyl-1,3-thiazolidine-2-thione IC50: 0.1 mM, above Escherichia coli
2.3.1.180 3-methyl-1,3-thiazolidine-2-thione IC50: 0.1 mM, above Plasmodium falciparum
2.3.1.180 3-propyl-1,3-thiazolidin-2-one 1,1-dioxide IC50: 0.1 mM, above Escherichia coli
2.3.1.180 3-propyl-1,3-thiazolidin-2-one 1,1-dioxide IC50: 0.1 mM, above Plasmodium falciparum
2.3.1.180 3-propyl-1,3-thiazolidine-2-thione IC50: 0.1 mM, above Escherichia coli
2.3.1.180 3-propyl-1,3-thiazolidine-2-thione IC50: 0.1 mM, above Plasmodium falciparum
2.3.1.180 3-[(4'-cyclopentylbiphenyl-4-yl)methyl]-1,3-thiazolidin-2-one 1,1-dioxide IC50: 0.0024 mM Escherichia coli
2.3.1.180 3-[(4'-cyclopentylbiphenyl-4-yl)methyl]-1,3-thiazolidin-2-one 1,1-dioxide IC50: 0.0108 mM Plasmodium falciparum
2.3.1.180 3-[4-(4-cyclopentylphenoxy)benzyl]-1,3-thiazolidin-2-one
-
 Escherichia coli
2.3.1.180 3-[4-(4-cyclopentylphenoxy)benzyl]-1,3-thiazolidin-2-one
-
 Plasmodium falciparum
2.3.1.180 3-[4-(4-cyclopentylphenoxy)benzyl]-1,3-thiazolidin-2-one 1,1-dioxide
-
 Escherichia coli
2.3.1.180 3-[4-(4-cyclopentylphenoxy)benzyl]-1,3-thiazolidin-2-one 1,1-dioxide
-
 Plasmodium falciparum
2.3.1.180 3-[4-(4-cyclopentylphenoxy)benzyl]-1,3-thiazolidine-2-thione
-
 Escherichia coli
2.3.1.180 3-[4-(4-cyclopentylphenoxy)benzyl]-1,3-thiazolidine-2-thione
-
 Plasmodium falciparum
2.3.1.180 4-(4-biphenyl-4-ylcyclohexyl)-1,3-thiazolidin-2-one IC50: 0.0144 mM Escherichia coli
2.3.1.180 4-(4-biphenyl-4-ylcyclohexyl)-1,3-thiazolidin-2-one IC50: 0.0111 mM Plasmodium falciparum
2.3.1.180 4-(4-biphenyl-4-ylcyclohexyl)-1,3-thiazolidine-2-thione IC50: 0.0177 mM Escherichia coli
2.3.1.180 4-(4-biphenyl-4-ylcyclohexyl)-1,3-thiazolidine-2-thione IC50: 0.0053 mM Plasmodium falciparum
2.3.1.180 additional information no enzyme inhibition by several derivatives of cyclic sulfones, overview Mycobacterium tuberculosis

Organism

EC Number Organism UniProt Comment Textmining
2.3.1.180 Escherichia coli P0A6R0
-
-
2.3.1.180 Mycobacterium tuberculosis P9WNG3
-
-
2.3.1.180 Mycobacterium tuberculosis H37Rv P9WNG3
-
-
2.3.1.180 Plasmodium falciparum
-
-
-
2.3.1.180 Plasmodium falciparum D6
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.3.1.180 additional information substrate binding channel at the active site, structure, overview Plasmodium falciparum ?
-
 ?
2.3.1.180 additional information substrate binding channel at the active site, structure, overview Escherichia coli ?
-
 ?
2.3.1.180 additional information substrate binding channel at the active site, structure, overview Plasmodium falciparum D6 ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.3.1.180 beta-ketoacyl-ACP-synthase III
-
 Mycobacterium tuberculosis
2.3.1.180 beta-ketoacyl-ACP-synthase III
-
 Escherichia coli
2.3.1.180 FabH
-
 Plasmodium falciparum
2.3.1.180 FabH
-
 Mycobacterium tuberculosis
2.3.1.180 FabH
-
 Escherichia coli
2.3.1.180 KASIII
-
 Plasmodium falciparum

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
2.3.1.180 0.0009
-
-
 Escherichia coli 3-(4-phenoxybenzyl)-1,3-thiazolidin-2-one 1,1-dioxide
2.3.1.180 0.0009
-
 IC50: 0.0009 mM Escherichia coli 3-(biphenyl-4-ylmethyl)-1,3-thiazolidin-2-one 1,1-dioxide
2.3.1.180 0.0011
-
-
 Escherichia coli 3-benzyl-1,3-thiazolidin-2-one 1,1-dioxide
2.3.1.180 0.0011
-
 IC50: 0.0011 mM Escherichia coli 3-benzyl-1,3-thiazolidin-2-one 1,1-dioxide
2.3.1.180 0.0019
-
-
 Escherichia coli 3-(2-phenylethyl)-1,3-thiazolidin-2-one 1,1-dioxide
2.3.1.180 0.0019
-
 IC50: 0.0019 mM Escherichia coli 3-(2-phenylethyl)-1,3-thiazolidin-2-one 1,1-dioxide
2.3.1.180 0.0024
-
-
 Escherichia coli 3-[4-(4-cyclopentylphenoxy)benzyl]-1,3-thiazolidin-2-one 1,1-dioxide
2.3.1.180 0.0024
-
 IC50: 0.0024 mM Escherichia coli 3-[(4'-cyclopentylbiphenyl-4-yl)methyl]-1,3-thiazolidin-2-one 1,1-dioxide
2.3.1.180 0.0053
-
-
 Plasmodium falciparum 3-[4-(4-cyclopentylphenoxy)benzyl]-1,3-thiazolidine-2-thione
2.3.1.180 0.0053
-
 IC50: 0.0053 mM Plasmodium falciparum 3-(biphenyl-4-ylmethyl)-1,3-thiazolidine-2-thione
2.3.1.180 0.0053
-
 IC50: 0.0053 mM Plasmodium falciparum 4-(4-biphenyl-4-ylcyclohexyl)-1,3-thiazolidine-2-thione
2.3.1.180 0.0108
-
-
 Plasmodium falciparum 3-[4-(4-cyclopentylphenoxy)benzyl]-1,3-thiazolidin-2-one 1,1-dioxide
2.3.1.180 0.0108
-
 IC50: 0.0108 mM Plasmodium falciparum 3-[(4'-cyclopentylbiphenyl-4-yl)methyl]-1,3-thiazolidin-2-one 1,1-dioxide
2.3.1.180 0.0109
-
-
 Escherichia coli 3-(4-phenoxybenzyl)-1,3-thiazolidin-2-one
2.3.1.180 0.0109
-
 IC50: 0.0109 mM Escherichia coli 3-(biphenyl-4-ylmethyl)-1,3-thiazolidin-2-one
2.3.1.180 0.0111
-
-
 Plasmodium falciparum 3-[4-(4-cyclopentylphenoxy)benzyl]-1,3-thiazolidin-2-one
2.3.1.180 0.0111
-
 IC50: 0.0111 mM Plasmodium falciparum 4-(4-biphenyl-4-ylcyclohexyl)-1,3-thiazolidin-2-one
2.3.1.180 0.0137
-
-
 Escherichia coli 3-benzyl-1,3-thiazolidin-2-one
2.3.1.180 0.0137
-
 IC50: 0.0137 mM Escherichia coli 3-benzyl-1,3-thiazolidin-2-one
2.3.1.180 0.0144
-
-
 Escherichia coli 3-[4-(4-cyclopentylphenoxy)benzyl]-1,3-thiazolidin-2-one
2.3.1.180 0.0144
-
 IC50: 0.0144 mM Escherichia coli 4-(4-biphenyl-4-ylcyclohexyl)-1,3-thiazolidin-2-one
2.3.1.180 0.0177
-
-
 Escherichia coli 3-[4-(4-cyclopentylphenoxy)benzyl]-1,3-thiazolidine-2-thione
2.3.1.180 0.0177
-
 IC50: 0.0177 mM Escherichia coli 3-(biphenyl-4-ylmethyl)-1,3-thiazolidine-2-thione
2.3.1.180 0.0177
-
 IC50: 0.0177 mM Escherichia coli 4-(4-biphenyl-4-ylcyclohexyl)-1,3-thiazolidine-2-thione
2.3.1.180 0.0207
-
-
 Escherichia coli 3-(pyridin-3-ylmethyl)-1,3-thiazolidin-2-one
2.3.1.180 0.0207
-
 IC50: 0.0207 mM Escherichia coli 3-(pyridin-3-ylmethyl)-1,3-thiazolidin-2-one
2.3.1.180 0.0216
-
-
 Plasmodium falciparum 3-(2-phenylethyl)-1,3-thiazolidin-2-one 1,1-dioxide
2.3.1.180 0.0216
-
 IC50: 0.0216 mM Plasmodium falciparum 3-(2-phenylethyl)-1,3-thiazolidin-2-one 1,1-dioxide
2.3.1.180 0.0494
-
-
 Plasmodium falciparum 3-(4-phenoxybenzyl)-1,3-thiazolidin-2-one 1,1-dioxide
2.3.1.180 0.0494
-
 IC50: 0.0494 mM Plasmodium falciparum 3-(biphenyl-4-ylmethyl)-1,3-thiazolidin-2-one 1,1-dioxide
2.3.1.180 0.0555
-
-
 Plasmodium falciparum 3-(2-phenylethyl)-1,3-thiazolidine-2-thione
2.3.1.180 0.0555
-
 IC50: 0.0555 mM Plasmodium falciparum 3-(2-phenylethyl)-1,3-thiazolidine-2-thione
2.3.1.180 0.0556
-
-
 Plasmodium falciparum 3-(4-phenoxybenzyl)-1,3-thiazolidine-2-thione
2.3.1.180 0.0556
-
 IC50: 0.0556 mM Plasmodium falciparum 3-(biphenyl-4-ylmethyl)-1,3-thiazolidine-2-thione
2.3.1.180 0.0616
-
-
 Plasmodium falciparum 3-benzyl-1,3-thiazolidine-2-thione
2.3.1.180 0.0616
-
 IC50: 0.0616 mM Plasmodium falciparum 3-benzyl-1,3-thiazolidine-2-thione
2.3.1.180 0.0671
-
-
 Plasmodium falciparum 3-(4-phenoxybenzyl)-1,3-thiazolidin-2-one
2.3.1.180 0.0671
-
 IC50: 0.0671 mM Plasmodium falciparum 3-(biphenyl-4-ylmethyl)-1,3-thiazolidin-2-one
2.3.1.180 0.0676
-
-
 Plasmodium falciparum 3-benzyl-1,3-thiazolidin-2-one 1,1-dioxide
2.3.1.180 0.0676
-
 IC50: 0.0676 mM Plasmodium falciparum 3-benzyl-1,3-thiazolidin-2-one 1,1-dioxide
2.3.1.180 0.0734
-
-
 Plasmodium falciparum 3-(pyridin-3-ylmethyl)-1,3-thiazolidine-2-thione
2.3.1.180 0.0734
-
 IC50: 0.0734 mM Plasmodium falciparum 3-(pyridin-3-ylmethyl)-1,3-thiazolidine-2-thione
2.3.1.180 0.0784
-
-
 Plasmodium falciparum 3-(pyridin-3-ylmethyl)-1,3-thiazolidin-2-one
2.3.1.180 0.0784
-
 IC50: 0.0784 mM Plasmodium falciparum 3-(pyridin-3-ylmethyl)-1,3-thiazolidin-2-one
2.3.1.180 0.0909
-
-
 Plasmodium falciparum 3-benzyl-1,3-thiazolidin-2-one
2.3.1.180 0.0909
-
 IC50: 0.0909 mM Plasmodium falciparum 3-benzyl-1,3-thiazolidin-2-one
2.3.1.180 0.1
-
 IC50: 0.1 mM, above Escherichia coli 3-(biphenyl-4-ylmethyl)-1,3-thiazolidine-2-thione
2.3.1.180 0.1
-
 IC50: 0.1 mM, above Escherichia coli 3-benzyl-1,3-thiazolidine-2-thione
2.3.1.180 0.1
-
 IC50: 0.1 mM, above Escherichia coli 3-(pyridin-3-ylmethyl)-1,3-thiazolidine-2-thione
2.3.1.180 0.1
-
 IC50: 0.1 mM, above Escherichia coli 3-(2-phenylethyl)-1,3-thiazolidine-2-thione
2.3.1.180 0.1
-
 IC50: 0.1 mM, above Plasmodium falciparum 3-methyl-1,3-thiazolidin-2-one 1,1-dioxide
2.3.1.180 0.1
-
 IC50: 0.1 mM, above Escherichia coli 3-methyl-1,3-thiazolidin-2-one 1,1-dioxide
2.3.1.180 0.1
-
 IC50: 0.1 mM, above Plasmodium falciparum 3-propyl-1,3-thiazolidin-2-one 1,1-dioxide
2.3.1.180 0.1
-
 IC50: 0.1 mM, above Escherichia coli 3-propyl-1,3-thiazolidin-2-one 1,1-dioxide
2.3.1.180 0.1
-
 IC50: 0.1 mM, above Plasmodium falciparum 3-methyl-1,3-thiazolidine-2-thione
2.3.1.180 0.1
-
 IC50: 0.1 mM, above Escherichia coli 3-methyl-1,3-thiazolidine-2-thione
2.3.1.180 0.1
-
 IC50: 0.1 mM, above Plasmodium falciparum 3-propyl-1,3-thiazolidine-2-thione
2.3.1.180 0.1
-
 IC50: 0.1 mM, above Escherichia coli 3-propyl-1,3-thiazolidine-2-thione