Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary for 3.5.1.99 extracted from

  • Duncan, K.K.; Otrubova, K.; Boger, D.L.
    alpa-Ketoheterocycle inhibitors of fatty acid amide hydrolase: exploration of conformational constraints in the acyl side chain (2014), Bioorg. Med. Chem., 22, 2763-2770.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 3.5.1.99

Cloned(Commentary)

Cloned (Comment) Organism
recombinant expression in Escherichia coli Rattus norvegicus

Inhibitors

Inhibitors Comment Organism Structure
(5-iodo-1,3-oxazol-2-yl)[(3R)-7-phenoxy-3,4-dihydro-2H-chromen-3-yl]methanone
-
 Rattus norvegicus
(5-iodo-1,3-oxazol-2-yl)[(3S)-7-phenoxy-3,4-dihydro-2H-chromen-3-yl]methanone
-
 Rattus norvegicus
1,3-oxazol-2-yl[(2R)-6-phenoxy-3,4-dihydro-2H-chromen-2-yl]methanone
-
 Rattus norvegicus
1,3-oxazol-2-yl[(2S)-6-phenoxy-3,4-dihydro-2H-chromen-2-yl]methanone
-
 Rattus norvegicus
1,3-oxazol-2-yl[(3R)-7-phenoxy-3,4-dihydro-2H-chromen-3-yl]methanone
-
 Rattus norvegicus
1,3-oxazol-2-yl[(3R)-7-phenyl-3,4-dihydro-2H-chromen-3-yl]methanone
-
 Rattus norvegicus
1,3-oxazol-2-yl[(3S)-7-phenoxy-3,4-dihydro-2H-chromen-3-yl]methanone
-
 Rattus norvegicus
1,3-oxazol-2-yl[(3S)-7-phenyl-3,4-dihydro-2H-chromen-3-yl]methanone
-
 Rattus norvegicus
7-phenyl-1-[5-(pyridin-2-yl)-1,3-oxazol-2-yl]heptan-1-one i.e. OL-135, the enzyme inhibitor exhibits antinociceptive and anti-inflammatory activity and increases levels of anandamide in vivo Rattus norvegicus
methyl 6-(2-[[(2R)-6-phenoxy-3,4-dihydro-2H-chromen-2-yl]carbonyl]-1,3-oxazol-5-yl)pyridine-2-carboxylate
-
 Rattus norvegicus
methyl 6-(2-[[(2S)-6-phenoxy-3,4-dihydro-2H-chromen-2-yl]carbonyl]-1,3-oxazol-5-yl)pyridine-2-carboxylate
-
 Rattus norvegicus
methyl 6-(2-[[(3R)-7-phenoxy-3,4-dihydro-2H-chromen-3-yl]carbonyl]-1,3-oxazol-5-yl)pyridine-2-carboxylate
-
 Rattus norvegicus
methyl 6-(2-[[(3S)-7-phenoxy-3,4-dihydro-2H-chromen-3-yl]carbonyl]-1,3-oxazol-5-yl)pyridine-2-carboxylate
-
 Rattus norvegicus
additional information design and synthesis of 2-oxoheterocycle inhibitors of fatty acid amide hydrolase, a 6-phenoxychroman-2-yl-2-ketooxazole series, and a 7-arylchroman-3-yl-2-ketooxazole series. Evaluation and role of conformational constraintsin the acyl side chain, overview Rattus norvegicus
[(2R)-6-phenoxy-3,4-dihydro-2H-chromen-2-yl][5-(pyridin-2-yl)-1,3-oxazol-2-yl]methanone
-
 Rattus norvegicus
[(2S)-6-phenoxy-3,4-dihydro-2H-chromen-2-yl][5-(pyridin-2-yl)-1,3-oxazol-2-yl]methanone
-
 Rattus norvegicus
[(3R)-7-(benzyloxy)-3,4-dihydro-2H-chromen-3-yl](1,3-oxazol-2-yl)methanone
-
 Rattus norvegicus
[(3R)-7-(benzyloxy)-3,4-dihydro-2H-chromen-3-yl][5-(pyridin-2-yl)-1,3-oxazol-2-yl]methanone
-
 Rattus norvegicus
[(3R)-7-phenoxy-3,4-dihydro-2H-chromen-3-yl][5-(pyridin-2-yl)-1,3-oxazol-2-yl]methanone
-
 Rattus norvegicus
[(3R)-7-phenyl-3,4-dihydro-2H-chromen-3-yl][5-(pyridin-2-yl)-1,3-oxazol-2-yl]methanone
-
 Rattus norvegicus
[(3S)-7-(benzyloxy)-3,4-dihydro-2H-chromen-3-yl](1,3-oxazol-2-yl)methanone
-
 Rattus norvegicus
[(3S)-7-(benzyloxy)-3,4-dihydro-2H-chromen-3-yl][5-(pyridin-2-yl)-1,3-oxazol-2-yl]methanone
-
 Rattus norvegicus
[(3S)-7-phenoxy-3,4-dihydro-2H-chromen-3-yl][5-(pyridin-2-yl)-1,3-oxazol-2-yl]methanone
-
 Rattus norvegicus
[(3S)-7-phenyl-3,4-dihydro-2H-chromen-3-yl][5-(pyridin-2-yl)-1,3-oxazol-2-yl]methanone
-
 Rattus norvegicus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
oleamide + H2O Rattus norvegicus
-
 oleic acid + NH3
-
 ?

Organism

Organism UniProt Comment Textmining
Rattus norvegicus P97612
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
oleamide + H2O
-
 Rattus norvegicus oleic acid + NH3
-
 ?

Synonyms

Synonyms Comment Organism
FAAH
-
 Rattus norvegicus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
22
-
 assay at room temperature Rattus norvegicus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
9
-
 assay at Rattus norvegicus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0000047
-
 7-phenyl-1-[5-(pyridin-2-yl)-1,3-oxazol-2-yl]heptan-1-one pH 9.0, 22°C Rattus norvegicus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00005
-
 pH 9.0, 22°C Rattus norvegicus [(2S)-6-phenoxy-3,4-dihydro-2H-chromen-2-yl][5-(pyridin-2-yl)-1,3-oxazol-2-yl]methanone
0.00007
-
 pH 9.0, 22°C Rattus norvegicus [(2R)-6-phenoxy-3,4-dihydro-2H-chromen-2-yl][5-(pyridin-2-yl)-1,3-oxazol-2-yl]methanone
0.00009
-
 pH 9.0, 22°C Rattus norvegicus [(3R)-7-phenoxy-3,4-dihydro-2H-chromen-3-yl][5-(pyridin-2-yl)-1,3-oxazol-2-yl]methanone
0.00046
-
 pH 9.0, 22°C Rattus norvegicus [(3S)-7-phenoxy-3,4-dihydro-2H-chromen-3-yl][5-(pyridin-2-yl)-1,3-oxazol-2-yl]methanone