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Literature summary for 1.3.1.9 extracted from

  • Cheng, G.; Muench, S.P.; Zhou, Y.; Afanador, G.A.; Mui, E.J.; Fomovska, A.; Lai, B.S.; Prigge, S.T.; Woods, S.; Roberts, C.W.; Hickman, M.R.; Lee, P.J.; Leed, S.E.; Auschwitz, J.M.; Rice, D.W.; McLeod, R.
    Design, synthesis, and biological activity of diaryl ether inhibitors of Toxoplasma gondii enoyl reductase (2013), Bioorg. Med. Chem. Lett., 23, 2035-2043.
    View publication on PubMedView publication on EuropePMC

Inhibitors

Inhibitors Comment Organism Structure
1-[4-[4-(4-chloro-2-hydroxyphenoxy)phenyl]piperazin-1-yl]ethan-1-one 25% inhibition 0.001 mM Toxoplasma gondii
1-[5-(4-chloro-2-hydroxyphenoxy)thiophen-2-yl]propan-1-one 75% inhibition 0.001 mM Toxoplasma gondii
5-(4-chloro-2-hydroxyphenoxy)-N-(5-methyl-1,2-oxazol-3-yl)furan-2-carboxamide 90% inhibition 0.001 mM Toxoplasma gondii
5-(4-chloro-2-hydroxyphenoxy)-N-methylfuran-2-carboxamide 46% inhibition 0.001 mM Toxoplasma gondii
5-(4-chloro-2-hydroxyphenoxy)-N-[4-(prop-1-en-2-yl)piperazin-1-yl]furan-2-carboxamide 45% inhibition 0.001 mM Toxoplasma gondii
5-(4-chloro-2-hydroxyphenoxy)furan-2-carboxylic acid 79% inhibition 0.001 mM Toxoplasma gondii
5-(4-chloro-2-hydroxyphenoxy)thiophene-2-carboxylic acid 48% inhibition 0.001 mM Toxoplasma gondii
5-chloro-2-[(5-[[4-(prop-1-en-2-yl)piperazin-1-yl]methyl]thiophen-2-yl)oxy]phenol 73% inhibition 0.001 mM Toxoplasma gondii
5-chloro-2-[(naphthalen-2-yl)oxy]phenol 91% inhibition 0.001 mM Toxoplasma gondii
5-chloro-2-[(quinolin-6-yl)oxy]phenol 87% inhibition 0.001 mM Toxoplasma gondii
5-chloro-2-[2-chloro-4-(trifluoromethyl)phenoxy]phenol 95% inhibition 0.001 mM Toxoplasma gondii
5-chloro-2-[4-(4-methylpiperazin-1-yl)phenoxy]phenol 81% inhibition 0.001 mM Toxoplasma gondii
5-chloro-2-[4-(morpholin-4-yl)phenoxy]phenol 74% inhibition 0.001 mM Toxoplasma gondii
5-chloro-2-[4-(piperidine-1-sulfonyl)phenoxy]phenol 78% inhibition 0.001 mM Toxoplasma gondii
5-chloro-2-[4-(pyrrolidine-1-sulfonyl)phenoxy]phenol 81% inhibition 0.001 mM Toxoplasma gondii
5-chloro-2-[4-[(4-methylpiperazin-1-yl)methyl]phenoxy]phenol 32% inhibition 0.001 mM Toxoplasma gondii
N-(4-chloro-2-hydroxyphenyl)-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide 27% inhibition 0.001 mM Toxoplasma gondii
tert-butyl 4-[5-(4-chloro-2-hydroxyphenoxy)thiophene-2-carbonyl]piperazine-1-carboxylate 76% inhibition 0.001 mM Toxoplasma gondii
triclosan 98% inhibition at 0.001 mM Toxoplasma gondii
[5-(4-chloro-2-hydroxyphenoxy)thiophen-2-yl](piperazin-1-yl)methanone 60% inhibition 0.001 mM Toxoplasma gondii

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
trans-2-enoyl-[acyl-carrier protein] + NADH + H+ Toxoplasma gondii
-
acyl-[acyl-carrier protein] + NAD+
-
?

Organism

Organism UniProt Comment Textmining
Toxoplasma gondii
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
trans-2-enoyl-[acyl-carrier protein] + NADH + H+
-
Toxoplasma gondii acyl-[acyl-carrier protein] + NAD+
-
?

Synonyms

Synonyms Comment Organism
enoyl-ACP reductase
-
Toxoplasma gondii
enoyl-acyl carrier protein
-
Toxoplasma gondii
ENR
-
Toxoplasma gondii

Cofactor

Cofactor Comment Organism Structure
NADH
-
Toxoplasma gondii

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000015
-
pH and temperature not specified in the publication Toxoplasma gondii triclosan
0.00003
-
pH and temperature not specified in the publication Toxoplasma gondii 5-chloro-2-[2-chloro-4-(trifluoromethyl)phenoxy]phenol
0.000041
-
pH and temperature not specified in the publication Toxoplasma gondii 5-chloro-2-[(naphthalen-2-yl)oxy]phenol
0.000058
-
pH and temperature not specified in the publication Toxoplasma gondii 5-(4-chloro-2-hydroxyphenoxy)-N-(5-methyl-1,2-oxazol-3-yl)furan-2-carboxamide
0.000135
-
pH and temperature not specified in the publication Toxoplasma gondii 5-chloro-2-[(quinolin-6-yl)oxy]phenol
0.000225
-
pH and temperature not specified in the publication Toxoplasma gondii 5-chloro-2-[4-(4-methylpiperazin-1-yl)phenoxy]phenol
0.000965
-
pH and temperature not specified in the publication Toxoplasma gondii 5-chloro-2-[(5-[[4-(prop-1-en-2-yl)piperazin-1-yl]methyl]thiophen-2-yl)oxy]phenol