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Literature summary extracted from

  • Riendeau, D.; Aspiotis, R.; Ethier, D.; Gareau, Y.; Grimm, E.L.; Guay, J.; Guiral, S.; Juteau, H.; Mancini, J.A.; Methot, N.; Rubin, J.; Friesen, R.W.
    Inhibitors of the inducible microsomal prostaglandin E2 synthase (mPGES-1) derived from MK-886 (2005), Bioorg. Med. Chem. Lett., 15, 3352-3355.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
5.3.99.3 2-[3-(aminooxy)-2,2-dimethyl-3-oxopropyl]-3-(tert-butylsulfanyl)-1-(4-chlorobenzyl)-5-(1-methylethyl)-1H-indole IC50: 0.01 mM Homo sapiens
5.3.99.3 3-[(5E)-3-(4-butylbenzyl)-1-(4-chlorobenzyl)-4-methylidene-5-[(2E)-4-methylpent-2-en-1-ylidene]-4,5-dihydro-1H-pyrrol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.00029 mM Homo sapiens
5.3.99.3 3-[1-(4-chlorobenzyl)-3-(3,3-dimethylbutanoyl)-5-(1-methylethyl)-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.00025 mM Homo sapiens
5.3.99.3 3-[1-(4-chlorobenzyl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.0032 mM Homo sapiens
5.3.99.3 3-[1-(4-chlorobenzyl)-3-methyl-5-(1-methylethyl)-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.0011 mM Homo sapiens
5.3.99.3 3-[1-(4-chlorobenzyl)-3-methyl-5-phenyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.00060 mM Homo sapiens
5.3.99.3 3-[1-(4-chlorobenzyl)-3-methyl-7-(1-methylethyl)-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.0043 mM Homo sapiens
5.3.99.3 3-[1-(4-chlorobenzyl)-5-(1-methylethyl)-3-phenoxy-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.00065 mM Homo sapiens
5.3.99.3 3-[1-(4-chlorobenzyl)-5-(1-methylethyl)-3-phenyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.0064 mM Homo sapiens
5.3.99.3 3-[1-(4-chlorobenzyl)-5-(1-methylethyl)-3-[(2-methylphenyl)carbonyl]-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.00090 mM Homo sapiens
5.3.99.3 3-[1-(4-chlorobenzyl)-5-(2'-chloro-2-fluorobiphenyl-4-yl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.000004 mM Homo sapiens
5.3.99.3 3-[1-(4-chlorobenzyl)-5-(2,2'-difluorobiphenyl-4-yl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.000008 mM Homo sapiens
5.3.99.3 3-[1-(4-chlorobenzyl)-5-(2-chlorobiphenyl-4-yl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.000022 mM Homo sapiens
5.3.99.3 3-[1-(4-chlorobenzyl)-5-(2-fluoro-2'-methoxybiphenyl-4-yl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.000005 mM Homo sapiens
5.3.99.3 3-[1-(4-chlorobenzyl)-5-(2-fluoro-2'-methylbiphenyl-4-yl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.000003 mM Homo sapiens
5.3.99.3 3-[1-(4-chlorobenzyl)-5-(2-fluoro-3'-methylbiphenyl-4-yl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.000033 mM Homo sapiens
5.3.99.3 3-[1-(4-chlorobenzyl)-5-(2-fluoro-4'-methylbiphenyl-4-yl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.000031 mM Homo sapiens
5.3.99.3 3-[1-(4-chlorobenzyl)-5-(2-fluorobiphenyl-4-yl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.000007 mM Homo sapiens
5.3.99.3 3-[1-(4-chlorobenzyl)-5-(3-fluoro-4-pyridin-3-ylphenyl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.000012 mM Homo sapiens
5.3.99.3 3-[1-(4-chlorobenzyl)-5-fluoro-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.0026 mM Homo sapiens
5.3.99.3 3-[1-(4-chlorobenzyl)-5-[2-fluoro-2'-(phenylcarbonyl)biphenyl-4-yl]-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.000006 mM Homo sapiens
5.3.99.3 3-[1-(4-chlorobenzyl)-5-[3-fluoro-4-(pyrimidin-5-ylmethyl)phenyl]-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.000032 mM Homo sapiens
5.3.99.3 3-[1-(p-chlorobenzvl)-5-isopropyl-3-tert-butylthioindol-2-yl]-2,2-dimethylpropanoic acid i.e. 3-[1-(p-chlorobenzvl)-5-isopropyl-3-tert-butylthioindol-2-yl]-2,2-dimethylpropanoic acid or FLAP, formerly designated L-663,536, a lipoxygenase inhibitor, IC50: 0.0016 mM Homo sapiens
5.3.99.3 3-[3-(tert-butylsulfanyl)-1-methyl-5-(1-methylethyl)-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.01 mM Homo sapiens
5.3.99.3 3-[3-(tert-butylsulfanyl)-5-(1-methylethyl)-1-(3-phenylpropyl)-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.0032 mM Homo sapiens
5.3.99.3 3-[3-(tert-butylsulfanyl)-5-(1-methylethyl)-1-prop-2-en-1-yl-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.0067 mM Homo sapiens
5.3.99.3 3-[3-(tert-butylsulfanyl)-5-(1-methylethyl)-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.01 mM Homo sapiens
5.3.99.3 3-[3-[(tert-butylsulfanyl)acetyl]-1-(4-chlorobenzyl)-5-(1-methylethyl)-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.00026 mM Homo sapiens
5.3.99.3 3-[5-biphenyl-3-yl-1-(4-chlorobenzyl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.00016 mM Homo sapiens
5.3.99.3 3-[5-biphenyl-4-yl-1-(4-chlorobenzyl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.000016 mM Homo sapiens
5.3.99.3 3-[5-tert-butyl-1-(4-chlorobenzyl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid IC50: 0.00033 mM Homo sapiens
5.3.99.3 deoxy-prostaglandin J2 IC50: 0.0003 mM Homo sapiens
5.3.99.3 methyl 3-[3-(tert-butylsulfanyl)-1-(4-chlorobenzyl)-5-(1-methylethyl)-1H-indol-2-yl]-2,2-dimethylpropanoate IC50: 0.0072 mM Homo sapiens
5.3.99.3 additional information structure-activity relationship analysis of inhibitors Homo sapiens
5.3.99.3 NS-398 COX-2 inhibitor, IC50: 0.01-0.02 mM Homo sapiens

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
5.3.99.3 microsome
-
 Homo sapiens
-
-

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
5.3.99.3 Prostaglandin H2 Homo sapiens
-
 Prostaglandin E2
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
5.3.99.3 Homo sapiens
-
 inducible isozyme mPGES-1
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
5.3.99.3 A-549 cell
-
 Homo sapiens
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
5.3.99.3 Prostaglandin H2
-
 Homo sapiens Prostaglandin E2
-
 ?

Synonyms

EC Number Synonyms Comment Organism
5.3.99.3 mPGES-1
-
 Homo sapiens
5.3.99.3 prostaglandin E2 synthase
-
 Homo sapiens

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
5.3.99.3 0.000003
-
 IC50: 0.000003 mM Homo sapiens 3-[1-(4-chlorobenzyl)-5-(2-fluoro-2'-methylbiphenyl-4-yl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.000004
-
 IC50: 0.000004 mM Homo sapiens 3-[1-(4-chlorobenzyl)-5-(2'-chloro-2-fluorobiphenyl-4-yl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.000005
-
 IC50: 0.000005 mM Homo sapiens 3-[1-(4-chlorobenzyl)-5-(2-fluoro-2'-methoxybiphenyl-4-yl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.000006
-
 IC50: 0.000006 mM Homo sapiens 3-[1-(4-chlorobenzyl)-5-[2-fluoro-2'-(phenylcarbonyl)biphenyl-4-yl]-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.000007
-
 IC50: 0.000007 mM Homo sapiens 3-[1-(4-chlorobenzyl)-5-(2-fluorobiphenyl-4-yl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.000008
-
 IC50: 0.000008 mM Homo sapiens 3-[1-(4-chlorobenzyl)-5-(2,2'-difluorobiphenyl-4-yl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.000012
-
 IC50: 0.000012 mM Homo sapiens 3-[1-(4-chlorobenzyl)-5-(3-fluoro-4-pyridin-3-ylphenyl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.000016
-
 IC50: 0.000016 mM Homo sapiens 3-[5-biphenyl-4-yl-1-(4-chlorobenzyl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.000022
-
 IC50: 0.000022 mM Homo sapiens 3-[1-(4-chlorobenzyl)-5-(2-chlorobiphenyl-4-yl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.000031
-
 IC50: 0.000031 mM Homo sapiens 3-[1-(4-chlorobenzyl)-5-(2-fluoro-4'-methylbiphenyl-4-yl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.000032
-
 IC50: 0.000032 mM Homo sapiens 3-[1-(4-chlorobenzyl)-5-[3-fluoro-4-(pyrimidin-5-ylmethyl)phenyl]-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.000033
-
 IC50: 0.000033 mM Homo sapiens 3-[1-(4-chlorobenzyl)-5-(2-fluoro-3'-methylbiphenyl-4-yl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.00016
-
 IC50: 0.00016 mM Homo sapiens 3-[5-biphenyl-3-yl-1-(4-chlorobenzyl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.00025
-
 IC50: 0.00025 mM Homo sapiens 3-[1-(4-chlorobenzyl)-3-(3,3-dimethylbutanoyl)-5-(1-methylethyl)-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.00026
-
 IC50: 0.00026 mM Homo sapiens 3-[3-[(tert-butylsulfanyl)acetyl]-1-(4-chlorobenzyl)-5-(1-methylethyl)-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.00029
-
 IC50: 0.00029 mM Homo sapiens 3-[(5E)-3-(4-butylbenzyl)-1-(4-chlorobenzyl)-4-methylidene-5-[(2E)-4-methylpent-2-en-1-ylidene]-4,5-dihydro-1H-pyrrol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.0003
-
 IC50: 0.0003 mM Homo sapiens deoxy-prostaglandin J2
5.3.99.3 0.00033
-
 IC50: 0.00033 mM Homo sapiens 3-[5-tert-butyl-1-(4-chlorobenzyl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.0006
-
 IC50: 0.00060 mM Homo sapiens 3-[1-(4-chlorobenzyl)-3-methyl-5-phenyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.00065
-
 IC50: 0.00065 mM Homo sapiens 3-[1-(4-chlorobenzyl)-5-(1-methylethyl)-3-phenoxy-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.0009
-
 IC50: 0.00090 mM Homo sapiens 3-[1-(4-chlorobenzyl)-5-(1-methylethyl)-3-[(2-methylphenyl)carbonyl]-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.0011
-
 IC50: 0.0011 mM Homo sapiens 3-[1-(4-chlorobenzyl)-3-methyl-5-(1-methylethyl)-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.0016
-
 i.e. 3-[1-(p-chlorobenzvl)-5-isopropyl-3-tert-butylthioindol-2-yl]-2,2-dimethylpropanoic acid or FLAP, formerly designated L-663,536, a lipoxygenase inhibitor, IC50: 0.0016 mM Homo sapiens 3-[1-(p-chlorobenzvl)-5-isopropyl-3-tert-butylthioindol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.0026
-
 IC50: 0.0026 mM Homo sapiens 3-[1-(4-chlorobenzyl)-5-fluoro-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.0032
-
 IC50: 0.0032 mM Homo sapiens 3-[3-(tert-butylsulfanyl)-5-(1-methylethyl)-1-(3-phenylpropyl)-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.0032
-
 IC50: 0.0032 mM Homo sapiens 3-[1-(4-chlorobenzyl)-3-methyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.0043
-
 IC50: 0.0043 mM Homo sapiens 3-[1-(4-chlorobenzyl)-3-methyl-7-(1-methylethyl)-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.0064
-
 IC50: 0.0064 mM Homo sapiens 3-[1-(4-chlorobenzyl)-5-(1-methylethyl)-3-phenyl-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.0067
-
 IC50: 0.0067 mM Homo sapiens 3-[3-(tert-butylsulfanyl)-5-(1-methylethyl)-1-prop-2-en-1-yl-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.0072
-
 IC50: 0.0072 mM Homo sapiens methyl 3-[3-(tert-butylsulfanyl)-1-(4-chlorobenzyl)-5-(1-methylethyl)-1H-indol-2-yl]-2,2-dimethylpropanoate
5.3.99.3 0.01
-
 IC50: 0.01 mM Homo sapiens 3-[3-(tert-butylsulfanyl)-5-(1-methylethyl)-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.01
-
 IC50: 0.01 mM Homo sapiens 3-[3-(tert-butylsulfanyl)-1-methyl-5-(1-methylethyl)-1H-indol-2-yl]-2,2-dimethylpropanoic acid
5.3.99.3 0.01
-
 IC50: 0.01 mM Homo sapiens 2-[3-(aminooxy)-2,2-dimethyl-3-oxopropyl]-3-(tert-butylsulfanyl)-1-(4-chlorobenzyl)-5-(1-methylethyl)-1H-indole
5.3.99.3 0.01 0.02 COX-2 inhibitor, IC50: 0.01-0.02 mM Homo sapiens NS-398