Literature summary for 3.5.1.108 extracted from

Kline, T.; Andersen, N.H.; Harwood, E.A.; Bowman, J.; Malanda, A.; Endsley, S.; Erwin, A.L.; Doyle, M.; Fong, S.; Harris, A.L.; Mendelsohn, B.; Mdluli, K.; Raetz, C.R.; Stover, C.K.; Witte, P.R.; Yabannavar, A.; Zhu, S.
Potent, novel in vitro inhibitors of the Pseudomonas aeruginosa deacetylase LpxC (2002), J. Med. Chem., 45, 3112-3129.

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Application

Application	Comment	Organism
drug development	LpxC represents a highly attractive target for a novel antibacterial drug	Pseudomonas aeruginosa

Inhibitors

Inhibitors	Comment	Organism
2-(1-butyl-1H-indazol-3-yl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(2-butyl-2H-indazol-3-yl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(3-allyl-5-fluoro-4-methoxy-2-methylphenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(3-bromo-4-fluorophenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(3-bromo-5-fluoro-4-methoxyphenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(3-chloro-4-(trifluoromethoxy)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(3-chloro-5-fluoro-1H-indol-2-yl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(3-ethoxy-4-fluorophenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(3-fluoro-4-(2-(trifluoromethyl)benzyloxy)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(3-fluoro-4-(3-(trifluoromethyl)benzyloxy)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(3-fluoro-5-(trifluoromethyl)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(4-(3-fluorobenzyloxy)-3-(trifluoromethoxy)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(4-(allyloxy)-3-(trifluoromethoxy)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(4-(allyloxy)-3-(trifluoromethyl)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(4-(allyloxy)-3-fluorophenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(4-(but-3-enyloxy)-3-(trifluoromethoxy)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(4-(but-3-enyloxy)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(4-(but-3-enyloxy)phenyl)-N-hydroxy-4,5-dihydrothiazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(4-(dimethylamino)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(4-(heptyloxy)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(4-acetamidophenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(4-acetylphenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(4-bromophenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(4-butylphenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(4-fluoro-3-(trifluoromethyl)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(4-fluoro-3-(trifluoromethyl)phenyl)-N-hydroxy-5,6-dihydro-4H-1,3-oxazine-4-carboxamide	-	Pseudomonas aeruginosa
2-(4-fluoro-3-methylphenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(4-fluoro-3-propylphenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(4-fluorophenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(4-fluorophenyl)-N-hydroxy-4,5-dihydrothiazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(5-fluoro-1H-indol-2-yl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
2-(5-fluoro-1H-indol-2-yl)-N-hydroxy-5,6-dihydro-4H-1,3-oxazine-4-carboxamide	-	Pseudomonas aeruginosa
3-ethoxy-4-fluoro-N-(3-hydroxy-1-(hydroxyamino)-1-oxopropan-2-yl)benzamide	-	Pseudomonas aeruginosa
4-(allyloxy)-N-(3-hydroxy-1-(hydroxyamino)-1-oxopropan-2-yl)-3-(trifluoromethoxy)benzamide	-	Pseudomonas aeruginosa
4-(but-3-enyloxy)-N-(3-hydroxy-1-(hydroxyamino)-1-oxopropan-2-yl)benzamide	-	Pseudomonas aeruginosa
4-fluoro-N-(3-hydroxy-1-(hydroxyamino)-1-oxopropan-2-yl)benzamide	-	Pseudomonas aeruginosa
N-(3-hydroxy-1-(hydroxyamino)-1-oxopropan-2-yl)-1H-indazole-3-carboxamide	-	Pseudomonas aeruginosa
N-(3-hydroxy-1-(hydroxyamino)-1-oxopropan-2-yl)-4-(trifluoromethoxy)benzamide	-	Pseudomonas aeruginosa
N-(3-hydroxy-1-(hydroxyamino)-1-oxopropan-2-yl)-4-methoxy-3-propyl-5-(trifluoromethoxy)benzamide	-	Pseudomonas aeruginosa
N-(3-hydroxy-1-(hydroxyamino)-1-oxopropan-2-yl)-4-methylbenzamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(1-phenyl-5-(trifluoromethyl)-1H-pyrazol-4-yl)-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(1H-indazol-3-yl)-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(2-(trifluoromethoxy)phenyl)-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(3-(trifluoromethoxy)phenyl)-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(3-(trifluoromethyl)phenyl)-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(4'-propylbiphenyl-4-yl)-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(4-((3-nitrophenoxy)methyl)phenyl)-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(4-(3-methylbut-2-enyloxy)-3-(trifluoromethoxy)phenyl)-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(4-(3-nitrobenzyloxy)phenyl)-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(4-(trifluoromethoxy)phenyl)-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(4-(trifluoromethoxy)phenyl)-4,5-dihydrothiazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(4-(trifluoromethyl)phenyl)-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(4-hydroxyphenyl)-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(4-iodophenyl)-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(4-methoxy-3-(trifluoromethoxy)phenyl)-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(4-methoxy-3-propyl-5-(trifluoromethoxy)phenyl)-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(4-methoxy-3-propyl-5-(trifluoromethoxy)phenyl)-4,5-dihydrothiazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(4-nitrophenyl)-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(5-methyl-1-phenyl-1H-pyrazol-4-yl)-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(5-methyl-1-phenyl-1H-pyrazol-4-yl)-4,5-dihydrothiazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-(6-(trifluoromethyl)pyridin-3-yl)-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-p-tolyl-4,5-dihydrooxazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-p-tolyl-4,5-dihydrothiazole-4-carboxamide	-	Pseudomonas aeruginosa
N-hydroxy-2-p-tolyl-5,6-dihydro-4H-1,3-oxazine-4-carboxamide	-	Pseudomonas aeruginosa

Organism

Organism	UniProt	Comment	Textmining
Pseudomonas aeruginosa	-	-	-

Purification (Commentary)

Purification (Comment)	Organism
-	Pseudomonas aeruginosa

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
UDP-3-O-[(3R)-3-hydroxydecanoyl]-N-acetyl-alpha-D-glucosamine + H2O	-	Pseudomonas aeruginosa	UDP-3-O-[(3R)-3-hydroxydecanoyl]-alpha-D-glucosamine + acetate	-	?

Synonyms

Synonyms	Comment	Organism
deacetylase LpxC	-	Pseudomonas aeruginosa
LpxC	-	Pseudomonas aeruginosa

IC50 Value

IC50 Value	IC50 Value Maximum	Comment	Organism	Inhibitor
additional information	-	IC50 value is above 10 microM	Pseudomonas aeruginosa	N-hydroxy-2-(2-(trifluoromethoxy)phenyl)-4,5-dihydrooxazole-4-carboxamide
additional information	-	IC50 value is above 30 microM	Pseudomonas aeruginosa	N-hydroxy-2-(4-hydroxyphenyl)-4,5-dihydrooxazole-4-carboxamide
additional information	-	IC50 value is above 30 microM	Pseudomonas aeruginosa	2-(4-(heptyloxy)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
additional information	-	IC50 value is above 30 microM	Pseudomonas aeruginosa	2-(4-acetamidophenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
additional information	-	IC50 value is above 30 microM	Pseudomonas aeruginosa	N-hydroxy-2-(5-methyl-1-phenyl-1H-pyrazol-4-yl)-4,5-dihydrooxazole-4-carboxamide
additional information	-	IC50 value is above 30 microM	Pseudomonas aeruginosa	N-hydroxy-2-(1-phenyl-5-(trifluoromethyl)-1H-pyrazol-4-yl)-4,5-dihydrooxazole-4-carboxamide
additional information	-	IC50 value is above 50 microM	Pseudomonas aeruginosa	N-(3-hydroxy-1-(hydroxyamino)-1-oxopropan-2-yl)-4-methylbenzamide
additional information	-	IC50 value is above 50 microM	Pseudomonas aeruginosa	4-fluoro-N-(3-hydroxy-1-(hydroxyamino)-1-oxopropan-2-yl)benzamide
additional information	-	IC50 value is above 50 microM	Pseudomonas aeruginosa	N-(3-hydroxy-1-(hydroxyamino)-1-oxopropan-2-yl)-4-methoxy-3-propyl-5-(trifluoromethoxy)benzamide
additional information	-	IC50 value is above 50 microM	Pseudomonas aeruginosa	N-hydroxy-2-p-tolyl-5,6-dihydro-4H-1,3-oxazine-4-carboxamide
additional information	-	IC50 value is above 60 microM	Pseudomonas aeruginosa	N-hydroxy-2-(5-methyl-1-phenyl-1H-pyrazol-4-yl)-4,5-dihydrothiazole-4-carboxamide
0.00012	-	-	Pseudomonas aeruginosa	2-(4-(allyloxy)-3-(trifluoromethoxy)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.00016	-	-	Pseudomonas aeruginosa	N-hydroxy-2-(4-methoxy-3-(trifluoromethoxy)phenyl)-4,5-dihydrooxazole-4-carboxamide
0.00019	-	-	Pseudomonas aeruginosa	N-hydroxy-2-(4-(3-methylbut-2-enyloxy)-3-(trifluoromethoxy)phenyl)-4,5-dihydrooxazole-4-carboxamide
0.00025	-	-	Pseudomonas aeruginosa	2-(4-(3-fluorobenzyloxy)-3-(trifluoromethoxy)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.00028	-	-	Pseudomonas aeruginosa	N-hydroxy-2-(4'-propylbiphenyl-4-yl)-4,5-dihydrooxazole-4-carboxamide
0.0003	-	-	Pseudomonas aeruginosa	2-(3-chloro-5-fluoro-1H-indol-2-yl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.00035	-	-	Pseudomonas aeruginosa	2-(4-(but-3-enyloxy)-3-(trifluoromethoxy)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.0005	-	-	Pseudomonas aeruginosa	N-hydroxy-2-(3-propyl-4,5-bis(trifluoromethoxy)phenyl)-4,5-dihydrooxazole-4-carboxamide
0.00056	-	-	Pseudomonas aeruginosa	N-hydroxy-2-(4-((3-nitrophenoxy)methyl)phenyl)-4,5-dihydrooxazole-4-carboxamide
0.00084	-	-	Pseudomonas aeruginosa	2-(3-fluoro-4-(3-(trifluoromethyl)benzyloxy)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.00096	-	-	Pseudomonas aeruginosa	2-(4-fluoro-3-propylphenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.001	-	-	Pseudomonas aeruginosa	2-(3-ethoxy-4-fluorophenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.001	-	-	Pseudomonas aeruginosa	N-hydroxy-2-(4-(3-nitrobenzyloxy)phenyl)-4,5-dihydrooxazole-4-carboxamide
0.0012	-	-	Pseudomonas aeruginosa	2-(4-fluoro-3-methylphenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.0013	-	-	Pseudomonas aeruginosa	2-(4-fluoro-3-(trifluoromethyl)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.0014	-	-	Pseudomonas aeruginosa	2-(4-(allyloxy)-3-fluorophenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.00154	-	-	Pseudomonas aeruginosa	N-(3-hydroxy-1-(hydroxyamino)-1-oxopropan-2-yl)-4-(trifluoromethoxy)benzamide
0.0016	-	-	Pseudomonas aeruginosa	2-(5-fluoro-1H-indol-2-yl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.0022	-	-	Pseudomonas aeruginosa	2-(4-(allyloxy)-3-(trifluoromethyl)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.0025	-	-	Pseudomonas aeruginosa	N-hydroxy-2-(3-(trifluoromethyl)phenyl)-4,5-dihydrooxazole-4-carboxamide
0.0027	-	-	Pseudomonas aeruginosa	2-(4-bromophenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.0033	-	-	Pseudomonas aeruginosa	2-(3-allyl-5-fluoro-4-methoxy-2-methylphenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.0039	-	-	Pseudomonas aeruginosa	4-(but-3-enyloxy)-N-(3-hydroxy-1-(hydroxyamino)-1-oxopropan-2-yl)benzamide
0.0049	-	-	Pseudomonas aeruginosa	2-(4-(dimethylamino)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.0049	-	-	Pseudomonas aeruginosa	2-(3-bromo-4-fluorophenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.005	-	-	Pseudomonas aeruginosa	N-hydroxy-2-(4-(trifluoromethoxy)phenyl)-4,5-dihydrooxazole-4-carboxamide
0.0054	-	-	Pseudomonas aeruginosa	N-hydroxy-2-(4-nitrophenyl)-4,5-dihydrooxazole-4-carboxamide
0.0055	-	-	Pseudomonas aeruginosa	N-hydroxy-2-(1H-indazol-3-yl)-4,5-dihydrooxazole-4-carboxamide
0.0055	-	-	Pseudomonas aeruginosa	N-hydroxy-2-(4-iodophenyl)-4,5-dihydrooxazole-4-carboxamide
0.0056	-	-	Pseudomonas aeruginosa	2-(4-(but-3-enyloxy)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.006	-	-	Pseudomonas aeruginosa	N-hydroxy-2-(3-(trifluoromethoxy)phenyl)-4,5-dihydrooxazole-4-carboxamide
0.006	-	-	Pseudomonas aeruginosa	2-(4-fluorophenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.0073	-	-	Pseudomonas aeruginosa	2-(4-butylphenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.0075	-	-	Pseudomonas aeruginosa	4-(allyloxy)-N-(3-hydroxy-1-(hydroxyamino)-1-oxopropan-2-yl)-3-(trifluoromethoxy)benzamide
0.0078	-	-	Pseudomonas aeruginosa	N-hydroxy-2-(4-(trifluoromethyl)phenyl)-4,5-dihydrooxazole-4-carboxamide
0.009	-	-	Pseudomonas aeruginosa	2-(3-bromo-5-fluoro-4-methoxyphenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.0096	-	-	Pseudomonas aeruginosa	2-(3-fluoro-4-(2-(trifluoromethyl)benzyloxy)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.01	-	-	Pseudomonas aeruginosa	2-(1-butyl-1H-indazol-3-yl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.01	-	-	Pseudomonas aeruginosa	N-hydroxy-2-(6-(trifluoromethyl)pyridin-3-yl)-4,5-dihydrooxazole-4-carboxamide
0.012	-	-	Pseudomonas aeruginosa	2-(2-butyl-2H-indazol-3-yl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.013	-	-	Pseudomonas aeruginosa	N-(3-hydroxy-1-(hydroxyamino)-1-oxopropan-2-yl)-1H-indazole-3-carboxamide
0.0178	-	-	Pseudomonas aeruginosa	N-hydroxy-2-(4-methoxy-3-propyl-5-(trifluoromethoxy)phenyl)-4,5-dihydrothiazole-4-carboxamide
0.018	-	-	Pseudomonas aeruginosa	2-(4-acetylphenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.02	-	-	Pseudomonas aeruginosa	N-hydroxy-2-p-tolyl-4,5-dihydrooxazole-4-carboxamide
0.0212	-	-	Pseudomonas aeruginosa	2-(4-fluoro-3-(trifluoromethyl)phenyl)-N-hydroxy-5,6-dihydro-4H-1,3-oxazine-4-carboxamide
0.0217	-	-	Pseudomonas aeruginosa	N-hydroxy-2-(4-(trifluoromethoxy)phenyl)-4,5-dihydrothiazole-4-carboxamide
0.025	-	-	Pseudomonas aeruginosa	2-(3-fluoro-5-(trifluoromethyl)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.03	-	-	Pseudomonas aeruginosa	2-(3-chloro-4-(trifluoromethoxy)phenyl)-N-hydroxy-4,5-dihydrooxazole-4-carboxamide
0.0312	-	-	Pseudomonas aeruginosa	2-(5-fluoro-1H-indol-2-yl)-N-hydroxy-5,6-dihydro-4H-1,3-oxazine-4-carboxamide
0.0385	-	-	Pseudomonas aeruginosa	N-hydroxy-2-p-tolyl-4,5-dihydrothiazole-4-carboxamide
0.046	-	-	Pseudomonas aeruginosa	3-ethoxy-4-fluoro-N-(3-hydroxy-1-(hydroxyamino)-1-oxopropan-2-yl)benzamide
0.0587	-	-	Pseudomonas aeruginosa	2-(4-(but-3-enyloxy)phenyl)-N-hydroxy-4,5-dihydrothiazole-4-carboxamide
0.0625	-	-	Pseudomonas aeruginosa	2-(4-fluorophenyl)-N-hydroxy-4,5-dihydrothiazole-4-carboxamide