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

BRENDA support

Literature summary for 3.5.1.99 extracted from

  • Althaus, J.; Hake, T.; Hanekamp, W.; Lehr, M.
    1-(5-Carboxyindazol-1-yl)propan-2-ones as dual inhibitors of cytosolic phospholipase A2? and fatty acid amide hydrolase bioisosteric replacement of the carboxylic acid moiety (2016), J. Enzyme Inhib. Med. Chem., 31, 131-140 .
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
1,1,1-trifluoro-N-([1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]carbamoyl)methanesulfonamide
-
Homo sapiens
1-(1H-indazol-1-yl)-3-(4-phenoxyphenoxy)propan-2-one
-
Homo sapiens
1-(5-nitro-1H-indazol-1-yl)-3-(4-phenoxyphenoxy)propan-2-one
-
Homo sapiens
1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazole-5-carboxylic acid
-
Homo sapiens
2-hydroxy-N-[1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]acetamide
-
Homo sapiens
2-methoxy-N-[1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]acetamide
-
Homo sapiens
methyl [1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]carbamate
-
Homo sapiens
additional information indazole-5-carboxylic acids with 3-aryloxy-2-oxopropyl residues in position 1 are reported to be potent dual inhibitors of cytosolic phospholipase A2alpha and fatty acid amide hydrolase. The carboxylic acid functionality of the lead compounds is of special importance for a pronounced inhibition of cytosolic phospholipase A2alpha and fatty acid amide hydrolase Homo sapiens
N-([1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]carbamoyl)benzenesulfonamide
-
Homo sapiens
N-([1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]carbamoyl)methanesulfonamide
-
Homo sapiens
N-cyclohexyl-N'-[1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]urea
-
Homo sapiens
N-ethyl-N'-[1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]urea
-
Homo sapiens
N-[1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]-N'-phenylurea
-
Homo sapiens
N-[1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]acetamide
-
Homo sapiens
phenyl [1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]carbamate
-
Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Synonyms

Synonyms Comment Organism
FAAH
-
Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000055
-
37°C, pH 7.4, assay in brain microsomes, substrate N-(2-hydroxyethyl)-4-pyren-1-ylbutanamide Homo sapiens 1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazole-5-carboxylic acid
0.00051
-
37°C, pH 7.4, assay in brain microsomes, substrate N-(2-hydroxyethyl)-4-pyren-1-ylbutanamide Homo sapiens 1,1,1-trifluoro-N-([1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]carbamoyl)methanesulfonamide
0.00055
-
37°C, pH 7.4, assay in brain microsomes, substrate N-(2-hydroxyethyl)-4-pyren-1-ylbutanamide Homo sapiens 1-(5-nitro-1H-indazol-1-yl)-3-(4-phenoxyphenoxy)propan-2-one
0.00077
-
37°C, pH 7.4, assay in brain microsomes, substrate N-(2-hydroxyethyl)-4-pyren-1-ylbutanamide Homo sapiens N-([1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]carbamoyl)methanesulfonamide
0.00084
-
37°C, pH 7.4, assay in brain microsomes, substrate N-(2-hydroxyethyl)-4-pyren-1-ylbutanamide Homo sapiens N-cyclohexyl-N'-[1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]urea
0.0016
-
37°C, pH 7.4, assay in brain microsomes, substrate N-(2-hydroxyethyl)-4-pyren-1-ylbutanamide Homo sapiens N-ethyl-N'-[1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]urea
0.0021
-
37°C, pH 7.4, assay in brain microsomes, substrate N-(2-hydroxyethyl)-4-pyren-1-ylbutanamide Homo sapiens phenyl [1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]carbamate
0.0026
-
37°C, pH 7.4, assay in brain microsomes, substrate N-(2-hydroxyethyl)-4-pyren-1-ylbutanamide Homo sapiens 1-(1H-indazol-1-yl)-3-(4-phenoxyphenoxy)propan-2-one
0.0039
-
37°C, pH 7.4, assay in brain microsomes, substrate N-(2-hydroxyethyl)-4-pyren-1-ylbutanamide Homo sapiens N-[1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]acetamide
0.004
-
37°C, pH 7.4, assay in brain microsomes, substrate N-(2-hydroxyethyl)-4-pyren-1-ylbutanamide Homo sapiens methyl [1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]carbamate
0.0047
-
37°C, pH 7.4, assay in brain microsomes, substrate N-(2-hydroxyethyl)-4-pyren-1-ylbutanamide Homo sapiens N-([1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]carbamoyl)benzenesulfonamide
0.0054
-
37°C, pH 7.4, assay in brain microsomes, substrate N-(2-hydroxyethyl)-4-pyren-1-ylbutanamide Homo sapiens 2-hydroxy-N-[1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]acetamide
0.006
-
37°C, pH 7.4, assay in brain microsomes, substrate N-(2-hydroxyethyl)-4-pyren-1-ylbutanamide Homo sapiens N-[1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]-N'-phenylurea
0.0063
-
37°C, pH 7.4, assay in brain microsomes, substrate N-(2-hydroxyethyl)-4-pyren-1-ylbutanamide Homo sapiens 2-methoxy-N-[1-[2-oxo-3-(4-phenoxyphenoxy)propyl]-1H-indazol-5-yl]acetamide