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Literature summary for 3.3.2.10 extracted from

  • Bloecher, R.; Lamers, C.; Wittmann, S.K.; Merk, D.; Hartmann, M.; Weizel, L.; Diehl, O.; Brueggerhoff, A.; Boss, M.; Kaiser, A.; Schader, T.; Goebel, T.; Grundmann, M.; Angioni, C.; Heering, J.; Geisslinger, G.; Wurglics, M.; Kostenis, E.; Bruene, B.; Steinhilber, D.; Schubert-Zsilavecz, M.; Kahn, K.a.h.n.t.
    N-Benzylbenzamides a novel merged scaffold for orally available dual soluble epoxide hydrolase/peroxisome proliferator-activated receptor gamma modulators (2016), J. Med. Chem., 59, 61-81 .
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(E)-4-[N-((2-trifluoromethyl)benzyl)benzamide]-alpha-ethylcinnamic acid
-
Homo sapiens
(E)-N-methoxy-N-methyl 3-[4-(N-((2-trifluoromethyl)benzyl)-benzamide)]but-2-enamide
-
Homo sapiens
(R)-1-((3,5-difluoropyridin-2-yl)methyl)-2-methyl-N-(1-phenylpropyl)-1H-benzo[d]imidazole-5-carboxamide GSK1997132B Homo sapiens
12-(3-adamantan-1-yl-ureido)-dodecanoic acid AUDA Homo sapiens
2-ethyl 3-[4-(N-(4-fluoro(2-trifluoromethyl)benzyl)-benzamide)]propionic acid
-
Homo sapiens
2-ethyl-3-[3-(N-((2-trifluoromethyl)benzyl)benzamide)]-propionic acid
-
Homo sapiens
2-ethyl-3-[4-(N-((2-bromo)benzyl)benzamide)]propionic acid 34% inhibition at 0.01 mM, pH 7.0, 22°C Homo sapiens
2-ethyl-3-[4-(N-((2-chloro)benzyl)benzamide)]propionic acid 20% inhibition at 0.01 mM, pH 7.0, 22°C Homo sapiens
2-ethyl-3-[4-(N-((2-methyl)benzyl)benzamide)]propionic acid 25% inhibition at 0.01 mM, pH 7.0, 22°C Homo sapiens
2-ethyl-3-[4-(N-((2-trifluoromethoxy)benzyl)benzamide)]-propionic acid 23% inhibition at 0.01 mM, pH 7.0, 22°C Homo sapiens
2-ethyl-3-[4-(N-((2-trifluoromethyl)benzyl)benzamide)]-propionic acid
-
Homo sapiens
2-ethyl-3-[4-(N-((4-chloro)benzyl)benzamide)]propionic acid
-
Homo sapiens
2-ethyl-3-[4-(N-((4-fluoro)benzyl)benzamide)]propionic acid 28% inhibition at 0.01 mM, pH 7.0, 22°C Homo sapiens
2-ethyl-3-[4-(N-((4-methoxy)benzyl)benzamide)]propionic acid 34% inhibition at 0.01 mM, pH 7.0, 22°C Homo sapiens
2-ethyl-3-[4-(N-((4-phenoxy)benzyl)benzamide)]propionic acid
-
Homo sapiens
2-ethyl-3-[4-(N-((4-trifluoromethoxy)benzyl)benzamide)]-propionic acid
-
Homo sapiens
2-ethyl-3-[4-(N-((4-trifluoromethyl)benzyl)benzamide)]-propionic acid
-
Homo sapiens
2-ethyl-3-[4-(N-(4-methoxy(2-trifluoromethyl)benzyl)-benzamide)]propionic acid
-
Homo sapiens
2-ethyl-3-[4-(N-benzylbenzamide)]propionic acid 4% inhibition at 0.01 mM, pH 7.0, 22°C Homo sapiens
2-methyl 3-[4-(N-((2-Trifluoromethyl)benzyl)benzamide)]-propionic acid
-
Homo sapiens
2-phenyl-3-[4-(N-((2-trifluoromethyl)benzyl)benzamide)]-propionic acid
-
Homo sapiens
2-propyl-3-[4-(N-((2-trifluoromethyl)benzyl)benzamide)]-propionic acid
-
Homo sapiens
2-[4-(N-((2-trifluoromethyl)benzyl )benzamide)]-cyclopropanecarboxylic acid
-
Homo sapiens
3-[4-(N-((2-trifluoromethyl)benzyl)benzamide)]propionic acid
-
Homo sapiens
4'-[([2-(trifluoromethyl)phenyl]methyl)carbamoyl][1,1'-biphenyl]-3-carboxylic acid
-
Homo sapiens
4'-[([2-(trifluoromethyl)phenyl]methyl)carbamoyl][1,1'-biphenyl]-4-carboxylic acid
-
Homo sapiens
4-cyano-N-(2-(trifluoromethyl)benzyl)benzamide
-
Homo sapiens
4-iodo-N-(2-(trifluoromethyl)-benzyl)benzamide
-
Homo sapiens
ethyl (E)-3-[N-((2-trifluoromethyl)benzyl)benzamide]-alpha-ethylcinnamate
-
Homo sapiens
ethyl (E)-3-[N-((2-trifluoromethyl)benzyl)benzamide]-alpha-ethylcinnamic acid
-
Homo sapiens
ethyl (E)-4-[N-((2-(trifluoromethyl)-benzyl)benzamide]-alpha-ethylcinnamate
-
Homo sapiens
ethyl 2-ethyl 3-[3-(N-((2-trifluoromethyl)benzyl)benzamide)]-propanoate
-
Homo sapiens
ethyl 2-ethyl 3-[4-(N-((2-trifluoromethyl)benzyl)benzamide)]propanoate
-
Homo sapiens
ethyl 2-ethyl 3-[4-(N-((4-chloro)benzyl)benzamide)]-propanoate
-
Homo sapiens
ethyl 2-ethyl 3-[4-(N-((4-fluoro)benzyl)benzamide)]-propanoate
-
Homo sapiens
ethyl 2-ethyl 3-[4-(N-((4-methoxy)benzyl)benzamide)]-propanoate
-
Homo sapiens
ethyl 2-ethyl 3-[4-(N-((4-phenoxy)benzyl)benzamide)]-propanoate
-
Homo sapiens
ethyl 2-ethyl 3-[4-(N-((4-trifluoromethoxy)benzyl)-benzamide)]propanoate
-
Homo sapiens
ethyl 2-ethyl 3-[4-(N-((4-trifluoromethyl)benzyl)benzamide)]-propanoate
-
Homo sapiens
ethyl 2-ethyl 3-[4-(N-(4-fluoro(2-trifluoromethyl)benzyl)-benzamide)]propanoate
-
Homo sapiens
ethyl 2-ethyl 3-[4-(N-(4-methoxy(2-trifluoromethyl)benzyl)-benzamide)]propanoate
-
Homo sapiens
ethyl 2-ethyl-3-[4-(N-((2-bromo)benzyl)benzamide)]-propanoate
-
Homo sapiens
ethyl 2-ethyl-3-[4-(N-((2-chloro)benzyl)benzamide)]-propanoate
-
Homo sapiens
ethyl 2-ethyl-3-[4-(N-((2-methyl)benzyl)benzamide)]-propanoate
-
Homo sapiens
ethyl 2-ethyl-3-[4-(N-((2-trifluoromethoxy)benzyl)-benzamide)]prop
-
Homo sapiens
ethyl 2-ethyl-3-[4-(N-benzylbenzamide)]propanoate
-
Homo sapiens
ethyl 2-methyl 3-[4-(N-((2-trifluoromethyl)benzyl)benzamide)]-propanoate
-
Homo sapiens
ethyl 2-phenyl 3-[4-(N-((2-trifluoromethyl)benzyl)benzamide)]-propanoate
-
Homo sapiens
ethyl 2-propyl 3-[4-(N-((2-trifluoromethyl)benzyl)benzamide)]-propanoate
-
Homo sapiens
ethyl 3-[4-(N-((2-trifluoromethyl)benzyl)benzamide)]-propanoate
-
Homo sapiens
additional information N-benzylbenzamides are a merged scaffold for orally available dual soluble epoxide hydrolase/peroxisome proliferator-activated receptor gamma modulators, synthesis and inhibitory potencies, overview. Design of dual-target ligands that target soluble epoxide hydrolase (sEH) and the peroxisome proliferator-activated receptor type gamma (PPARgamma). Simultaneous modulation of sEH and PPARgamma can improve diabetic conditions and hypertension at once Homo sapiens
N-((4-bromo-2-[(trifluoromethyl)oxy]phenyl)-methyl)-1-[4-methyl-6-(methylamino)-1,3,5-triazin-2-yl]-4-piperidinecarboxamide GSK2188931B Homo sapiens
N-methoxy-N-methyl 3-[4-(N-((2-trifluoromethyl)benzyl)-benzamide)]cyclopropanecarboxamide
-
Homo sapiens
[N-(2-(trifluoromethyl)benzyl)benzamide]-4-(1H-tetrazole)
-
Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens P34913
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3-phenylcyano-(6-methoxy-2-naphthalenyl)methyl ester 2-oxiraneacetic acid + H2O
-
Homo sapiens ?
-
?

Synonyms

Synonyms Comment Organism
SEH
-
Homo sapiens

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
22
-
assay at Homo sapiens

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7
-
assay at Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000027
-
pH 7.0, 22°C Homo sapiens ethyl 2-ethyl 3-[3-(N-((2-trifluoromethyl)benzyl)benzamide)]-propanoate
0.00003
-
pH 7.0, 22°C Homo sapiens ethyl 2-ethyl 3-[4-(N-(4-methoxy(2-trifluoromethyl)benzyl)-benzamide)]propanoate
0.00003
-
pH 7.0, 22°C Homo sapiens ethyl 2-ethyl-3-[4-(N-((2-trifluoromethoxy)benzyl)-benzamide)]prop
0.00004
-
pH 7.0, 22°C Homo sapiens ethyl (E)-3-[N-((2-trifluoromethyl)benzyl)benzamide]-alpha-ethylcinnamate
0.000044
-
pH 7.0, 22°C Homo sapiens ethyl 2-ethyl 3-[4-(N-((2-trifluoromethyl)benzyl)benzamide)]propanoate
0.000063
-
pH 7.0, 22°C Homo sapiens ethyl (E)-4-[N-((2-(trifluoromethyl)-benzyl)benzamide]-alpha-ethylcinnamate
0.00007
-
pH 7.0, 22°C Homo sapiens (E)-N-methoxy-N-methyl 3-[4-(N-((2-trifluoromethyl)benzyl)-benzamide)]but-2-enamide
0.00008
-
pH 7.0, 22°C Homo sapiens N-methoxy-N-methyl 3-[4-(N-((2-trifluoromethyl)benzyl)-benzamide)]cyclopropanecarboxamide
0.00011
-
pH 7.0, 22°C Homo sapiens ethyl 3-[4-(N-((2-trifluoromethyl)benzyl)benzamide)]-propanoate
0.00012
-
pH 7.0, 22°C Homo sapiens (E)-4-[N-((2-trifluoromethyl)benzyl)benzamide]-alpha-ethylcinnamic acid
0.00012
-
pH 7.0, 22°C Homo sapiens ethyl 2-ethyl 3-[4-(N-(4-fluoro(2-trifluoromethyl)benzyl)-benzamide)]propanoate
0.00012
-
pH 7.0, 22°C Homo sapiens ethyl 2-phenyl 3-[4-(N-((2-trifluoromethyl)benzyl)benzamide)]-propanoate
0.00017
-
pH 7.0, 22°C Homo sapiens ethyl 2-propyl 3-[4-(N-((2-trifluoromethyl)benzyl)benzamide)]-propanoate
0.00017
-
pH 7.0, 22°C Homo sapiens 4'-[([2-(trifluoromethyl)phenyl]methyl)carbamoyl][1,1'-biphenyl]-4-carboxylic acid
0.00025
-
pH 7.0, 22°C Homo sapiens ethyl 2-methyl 3-[4-(N-((2-trifluoromethyl)benzyl)benzamide)]-propanoate
0.00033
-
pH 7.0, 22°C Homo sapiens 2-ethyl-3-[4-(N-(4-methoxy(2-trifluoromethyl)benzyl)-benzamide)]propionic acid
0.0004
-
pH 7.0, 22°C Homo sapiens ethyl (E)-3-[N-((2-trifluoromethyl)benzyl)benzamide]-alpha-ethylcinnamic acid
0.00057
-
pH 7.0, 22°C Homo sapiens ethyl 2-ethyl 3-[4-(N-((4-trifluoromethyl)benzyl)benzamide)]-propanoate
0.00062
-
pH 7.0, 22°C Homo sapiens ethyl 2-ethyl 3-[4-(N-((4-methoxy)benzyl)benzamide)]-propanoate
0.0009
-
pH 7.0, 22°C Homo sapiens 2-ethyl-3-[3-(N-((2-trifluoromethyl)benzyl)benzamide)]-propionic acid
0.0009
-
pH 7.0, 22°C Homo sapiens ethyl 2-ethyl 3-[4-(N-((4-trifluoromethoxy)benzyl)-benzamide)]propanoate
0.0009
-
pH 7.0, 22°C Homo sapiens ethyl 2-ethyl-3-[4-(N-((2-methyl)benzyl)benzamide)]-propanoate
0.001
-
pH 7.0, 22°C Homo sapiens 4'-[([2-(trifluoromethyl)phenyl]methyl)carbamoyl][1,1'-biphenyl]-3-carboxylic acid
0.0012
-
pH 7.0, 22°C Homo sapiens 2-ethyl 3-[4-(N-(4-fluoro(2-trifluoromethyl)benzyl)-benzamide)]propionic acid
0.0015
-
pH 7.0, 22°C Homo sapiens 2-ethyl-3-[4-(N-((4-chloro)benzyl)benzamide)]propionic acid
0.0016
-
pH 7.0, 22°C Homo sapiens 2-ethyl-3-[4-(N-((2-trifluoromethyl)benzyl)benzamide)]-propionic acid
0.0017
-
pH 7.0, 22°C Homo sapiens ethyl 2-ethyl 3-[4-(N-((4-chloro)benzyl)benzamide)]-propanoate
0.0022
-
pH 7.0, 22°C Homo sapiens ethyl 2-ethyl 3-[4-(N-((4-fluoro)benzyl)benzamide)]-propanoate
0.0025
-
pH 7.0, 22°C Homo sapiens 2-phenyl-3-[4-(N-((2-trifluoromethyl)benzyl)benzamide)]-propionic acid
0.0038
-
pH 7.0, 22°C Homo sapiens ethyl 2-ethyl-3-[4-(N-((2-chloro)benzyl)benzamide)]-propanoate
0.004
-
pH 7.0, 22°C Homo sapiens ethyl 2-ethyl-3-[4-(N-((2-bromo)benzyl)benzamide)]-propanoate
0.005
-
pH 7.0, 22°C Homo sapiens 2-propyl-3-[4-(N-((2-trifluoromethyl)benzyl)benzamide)]-propionic acid
0.005
-
pH 7.0, 22°C Homo sapiens [N-(2-(trifluoromethyl)benzyl)benzamide]-4-(1H-tetrazole)
0.0055
-
pH 7.0, 22°C Homo sapiens 2-[4-(N-((2-trifluoromethyl)benzyl )benzamide)]-cyclopropanecarboxylic acid
0.0072
-
pH 7.0, 22°C Homo sapiens 2-ethyl-3-[4-(N-((4-trifluoromethyl)benzyl)benzamide)]-propionic acid
0.008
-
pH 7.0, 22°C Homo sapiens 2-methyl 3-[4-(N-((2-Trifluoromethyl)benzyl)benzamide)]-propionic acid
0.0085
-
pH 7.0, 22°C Homo sapiens ethyl 2-ethyl-3-[4-(N-benzylbenzamide)]propanoate
0.009
-
pH 7.0, 22°C Homo sapiens 3-[4-(N-((2-trifluoromethyl)benzyl)benzamide)]propionic acid
0.012
-
pH 7.0, 22°C Homo sapiens 2-ethyl-3-[4-(N-((4-phenoxy)benzyl)benzamide)]propionic acid
0.014
-
pH 7.0, 22°C Homo sapiens 2-ethyl-3-[4-(N-((4-trifluoromethoxy)benzyl)benzamide)]-propionic acid