Compounds > ol-135
Page last updated: 2024-08-02 16:38:08

ol-135

Description

Cross-References

ID SourceID
PubMed CID10427006
CHEMBL ID177577
SCHEMBL ID1471932
MeSH IDM0479814

Synonyms (24)

Synonym
chembl177577 ,
bdbm23120
7-phenyl-1-[5-(pyridin-2-yl)-1,3-oxazol-2-yl]heptan-1-one
ol-135
SCHEMBL1471932
orl 135
ol135
gtpl5235
ILOIOIGZFHGSMS-UHFFFAOYSA-N ,
681135-77-3
7-phenyl-1-(5-(pyridin-2-yl)oxazol-2-yl)heptan-1-one
7-phenyl-1-(5-pyridin-2-yl-1,3-oxazol-2-yl)heptan-1-one
1-oxo-1-[5-(2-pyridyl)oxazol-2-yl]-7-phenylheptane
Q27088158
1-heptanone, 7-phenyl-1-(5-(2-pyridinyl)-2-oxazolyl)-
7-phenyl-1-(5-(2-pyridinyl)-2-oxazolyl)-1-heptanone
NC2J8K4ARH ,
1-oxo-1-(5-(2-pyridyl)oxazol-2-yl)-7-phenylheptane
cid 10427006
unii-nc2j8k4arh
EN300-7487264
7-phenyl-1-[5-(2-pyridinyl)-2-oxazolyl]-1-heptanone
CS-0002863
Z168828818

Protein Targets (15)

Inhibition Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
Fatty-acid amide hydrolase 1Homo sapiens (human)IC500.1648AID1298614; AID1573817; AID1798285; AID1798724; AID1798725; AID1798726; AID1798727; AID241449; AID241829; AID280028; AID316311; AID430485; AID430491; AID690261; AID697520; AID765033
Fatty-acid amide hydrolase 1Homo sapiens (human)Ki0.5278AID1798285; AID239516; AID280028; AID316871; AID321258; AID346660; AID365835; AID409628; AID612783
Fatty-acid amide hydrolase 1Mus musculus (house mouse)Ki0.0047AID1139409; AID239636; AID409628
Cytochrome P450 2C9 Homo sapiens (human)IC500.0052AID1573817
DNA ligase 1Homo sapiens (human)IC500.6000AID1798285
DNA ligase 1Homo sapiens (human)Ki0.0047AID1798285
AcetylcholinesteraseMus musculus (house mouse)Ki0.0047AID409628
Liver carboxylesterase 1Homo sapiens (human)IC500.6000AID241415; AID241808; AID280031; AID316865; AID365839; AID409623
Fatty-acid amide hydrolase 1Rattus norvegicus (Norway rat)IC500.1055AID316863; AID409624; AID430487; AID430488
Fatty-acid amide hydrolase 1Rattus norvegicus (Norway rat)Ki0.0045AID1075101; AID1075102; AID1075103; AID1139400; AID239544; AID239559; AID291341; AID321257; AID363656; AID365831; AID365832; AID409624; AID412539; AID445063; AID637231
Platelet-activating factor acetylhydrolaseMus musculus (house mouse)IC500.6000AID409623
Platelet-activating factor acetylhydrolaseMus musculus (house mouse)Ki0.0047AID409628
Tripeptidyl-peptidase 2Mus musculus (house mouse)Ki0.0047AID409628
Fatty-acid amide hydrolase 2Homo sapiens (human)IC500.0134AID1363927
Neutral cholesterol ester hydrolase 1Homo sapiens (human)IC50100.0000AID280030; AID316866; AID365838; AID409625
Neutral cholesterol ester hydrolase 1Mus musculus (house mouse)IC500.3010AID409623; AID409624
Neutral cholesterol ester hydrolase 1Mus musculus (house mouse)Ki0.0047AID409624
Monoacylglycerol lipase ABHD6Mus musculus (house mouse)Ki0.0042AID1075103
Lysophosphatidylserine lipase ABHD12Mus musculus (house mouse)IC500.0020AID409624
Lysophosphatidylserine lipase ABHD12Mus musculus (house mouse)Ki0.0047AID409624
Phosphatidylserine lipase ABHD16AMus musculus (house mouse)IC500.6000AID409623

Bioassays (102)

Assay IDTitleYearJournalArticle
AID1573818Inhibition of rat FFAH expressed in Escherichia coli using AAMCA as substrate incubated for 1 min measured for 50 mins by fluorescence assay2019Bioorganic & medicinal chemistry letters, 01-15, Volume: 29, Issue:2
ISSN: 1464-3405		Discovery and evaluation of novel FAAH inhibitors in neuropathic pain model.
AID1194116Inhibition of recombinant human FAAH assessed as dissociation half life2015Bioorganic & medicinal chemistry letters, , Volume: 25, Issue:10
ISSN: 1464-3405		Design strategies to address kinetics of drug binding and residence time.
AID690261Reversible inhibition of human recombinant FAAH assessed as hydrolysis of [3H]-AEA after 10 mins by liquid scintillation counting2011Journal of medicinal chemistry, Oct-13, Volume: 54, Issue:19
ISSN: 1520-4804		SAR and LC/MS studies of β-lactamic inhibitors of human fatty acid amide hydrolase (hFAAH): evidence of a nonhydrolytic process.
AID241449Inhibitory concentration against Fatty-acid amide hydrolase2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
ISSN: 0022-2623		Discovery of a potent, selective, and efficacious class of reversible alpha-ketoheterocycle inhibitors of fatty acid amide hydrolase effective as analgesics.
AID409622Selectivity ratio of IC50 for TGH to IC50 for rat FAAH2008Bioorganic & medicinal chemistry letters, Nov-15, Volume: 18, Issue:22
ISSN: 1464-3405		Exploration of a fundamental substituent effect of alpha-ketoheterocycle enzyme inhibitors: Potent and selective inhibitors of fatty acid amide hydrolase.
AID430488Inhibition of rat FAAH incubated 3 hrs prior to addition of arachidonyl-amino-methyl-coumarin amide2009Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15
ISSN: 1464-3405		Fatty acid amide hydrolase inhibitors. Surprising selectivity of chiral azetidine ureas.
AID280033Selectivity for FAAH over TGH2007Journal of medicinal chemistry, Mar-08, Volume: 50, Issue:5
ISSN: 0022-2623		Potent and selective alpha-ketoheterocycle-based inhibitors of the anandamide and oleamide catabolizing enzyme, fatty acid amide hydrolase.
AID593883Half life in rat liver microsomes2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
ISSN: 1520-4804		Reversible competitive α-ketoheterocycle inhibitors of fatty acid amide hydrolase containing additional conformational constraints in the acyl side chain: orally active, long-acting analgesics.
AID1075082Competitive reversible inhibition of recombinant rat FAAH expressed in Escherichia coli using [14C]-oleamide as substrate at 1 to 10 nM preincubated for 3 hrs by Lineweaver-Burk plot analysis2014Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3
ISSN: 1520-4804		Design, synthesis, and characterization of α-ketoheterocycles that additionally target the cytosolic port Cys269 of fatty acid amide hydrolase.
AID280031Inhibition of TGH2007Journal of medicinal chemistry, Mar-08, Volume: 50, Issue:5
ISSN: 0022-2623		Potent and selective alpha-ketoheterocycle-based inhibitors of the anandamide and oleamide catabolizing enzyme, fatty acid amide hydrolase.
AID316866Inhibition of KIAA13632008Journal of medicinal chemistry, Feb-28, Volume: 51, Issue:4
ISSN: 0022-2623		Optimization of alpha-ketooxazole inhibitors of fatty acid amide hydrolase.
AID316865Inhibition of TGH2008Journal of medicinal chemistry, Feb-28, Volume: 51, Issue:4
ISSN: 0022-2623		Optimization of alpha-ketooxazole inhibitors of fatty acid amide hydrolase.
AID430491Inhibition of FAAH2009Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15
ISSN: 1464-3405		Fatty acid amide hydrolase inhibitors. Surprising selectivity of chiral azetidine ureas.
AID365832Inhibition of rat FAAH expressed in Escherichia coli at pH 9.02008Journal of medicinal chemistry, Aug-14, Volume: 51, Issue:15
ISSN: 1520-4804		Optimization of the central heterocycle of alpha-ketoheterocycle inhibitors of fatty acid amide hydrolase.
AID409628Inhibition of FAAH at pH 92008Bioorganic & medicinal chemistry letters, Nov-15, Volume: 18, Issue:22
ISSN: 1464-3405		Correlation of inhibitor effects on enzyme activity and thermal stability for the integral membrane protein fatty acid amide hydrolase.
AID1075069In vivo inhibition of FAAH in C57Bl/6J mouse assessed as increase in OEA level in brain at 30 mg/kg, ip measured within 2 to 3 hrs2014Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3
ISSN: 1520-4804		Design, synthesis, and characterization of α-ketoheterocycles that additionally target the cytosolic port Cys269 of fatty acid amide hydrolase.
AID1075102Time-dependent inhibition of recombinant rat FAAH expressed in Escherichia coli assessed as breakdown of [14C]-oleamide preincubated for 3 hrs by Dixon plot analysis2014Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3
ISSN: 1520-4804		Design, synthesis, and characterization of α-ketoheterocycles that additionally target the cytosolic port Cys269 of fatty acid amide hydrolase.
AID1139400Inhibition of rat recombinant FAAH expressed in Escherichia coli using [14C]oleamide as substrate assessed as oleic acid formation by Dixon plot analysis2014Bioorganic & medicinal chemistry, May-01, Volume: 22, Issue:9
ISSN: 1464-3391		α-Ketoheterocycle inhibitors of fatty acid amide hydrolase: exploration of conformational constraints in the acyl side chain.
AID765035Inhibition of human recombinant FAAH using N-arachidonyl-7-amino-4-methylcoumarin as substrate preincubated at 500 uM for 20 mins before substrate addition by fluorescence assay2013Bioorganic & medicinal chemistry, Sep-01, Volume: 21, Issue:17
ISSN: 1464-3391		Macamides and their synthetic analogs: evaluation of in vitro FAAH inhibition.
AID241282Concentration of 50% inhibition of KIAA1363 was determined using FP-Rh as radioligand2005Bioorganic & medicinal chemistry letters, Mar-01, Volume: 15, Issue:5
ISSN: 0960-894X		Discovery of an exceptionally potent and selective class of fatty acid amide hydrolase inhibitors enlisting proteome-wide selectivity screening: concurrent optimization of enzyme inhibitor potency and selectivity.
AID1075071In vivo inhibition of FAAH in C57Bl/6J mouse assessed as increase in AEA level in brain at 30 mg/kg, ip measured within 2 to 3 hrs2014Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3
ISSN: 1520-4804		Design, synthesis, and characterization of α-ketoheterocycles that additionally target the cytosolic port Cys269 of fatty acid amide hydrolase.
AID363690Inhibition of rat FAAH assessed as recovery of enzyme activity at IC80 concentration after 18 hrs at 22 degC by dialysis2008Bioorganic & medicinal chemistry letters, Sep-01, Volume: 18, Issue:17
ISSN: 1464-3405		Thiadiazolopiperazinyl ureas as inhibitors of fatty acid amide hydrolase.
AID316863Inhibition of rat recombinant FAAH expressed in Escherichia coli2008Journal of medicinal chemistry, Feb-28, Volume: 51, Issue:4
ISSN: 0022-2623		Optimization of alpha-ketooxazole inhibitors of fatty acid amide hydrolase.
AID363689Inhibition of rat FAAH assessed as recovery of enzyme activity at IC80 concentration after 18 hrs at 4 degC by dialysis2008Bioorganic & medicinal chemistry letters, Sep-01, Volume: 18, Issue:17
ISSN: 1464-3405		Thiadiazolopiperazinyl ureas as inhibitors of fatty acid amide hydrolase.
AID239544Inhibitory constant determined against recombinant Fatty-acid amide hydrolase from rat expressed in Escherichia coli2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
ISSN: 0022-2623		Discovery of a potent, selective, and efficacious class of reversible alpha-ketoheterocycle inhibitors of fatty acid amide hydrolase effective as analgesics.
AID409626Selectivity ratio of IC50 for KIAA1363 to IC50 for rat FAAH2008Bioorganic & medicinal chemistry letters, Nov-15, Volume: 18, Issue:22
ISSN: 1464-3405		Exploration of a fundamental substituent effect of alpha-ketoheterocycle enzyme inhibitors: Potent and selective inhibitors of fatty acid amide hydrolase.
AID1573817Inhibition of human transmembrane domain deficient FFAH expressed in Escherichia coli using AAMCA as substrate incubated for 1 min measured for 50 mins by fluorescence assay2019Bioorganic & medicinal chemistry letters, 01-15, Volume: 29, Issue:2
ISSN: 1464-3405		Discovery and evaluation of novel FAAH inhibitors in neuropathic pain model.
AID316871Inhibition of FAAH2008Journal of medicinal chemistry, Feb-28, Volume: 51, Issue:4
ISSN: 0022-2623		Optimization of alpha-ketooxazole inhibitors of fatty acid amide hydrolase.
AID1075103Time-dependent inhibition of recombinant rat FAAH expressed in Escherichia coli assessed as breakdown of [14C]-oleamide preincubated for 1 hr by Dixon plot analysis2014Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3
ISSN: 1520-4804		Design, synthesis, and characterization of α-ketoheterocycles that additionally target the cytosolic port Cys269 of fatty acid amide hydrolase.
AID1075080In vivo inhibition of FAAH in C57Bl/6J mouse assessed as increase in AEA level in brain at 30 mg/kg, ip after 3 hrs relative to vehicle-treated control2014Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3
ISSN: 1520-4804		Design, synthesis, and characterization of α-ketoheterocycles that additionally target the cytosolic port Cys269 of fatty acid amide hydrolase.
AID321261Selectivity for rat FAAH over monoacylglycerol lipase2008Bioorganic & medicinal chemistry, Feb-15, Volume: 16, Issue:4
ISSN: 1464-3391		Inhibitors of proteases and amide hydrolases that employ an alpha-ketoheterocycle as a key enabling functionality.
AID316867Selectivity for rat recombinant FAAH over KIAA13632008Journal of medicinal chemistry, Feb-28, Volume: 51, Issue:4
ISSN: 0022-2623		Optimization of alpha-ketooxazole inhibitors of fatty acid amide hydrolase.
AID280030Inhibition of KIAA13632007Journal of medicinal chemistry, Mar-08, Volume: 50, Issue:5
ISSN: 0022-2623		Potent and selective alpha-ketoheterocycle-based inhibitors of the anandamide and oleamide catabolizing enzyme, fatty acid amide hydrolase.
AID409625Inhibition of KIAA13632008Bioorganic & medicinal chemistry letters, Nov-15, Volume: 18, Issue:22
ISSN: 1464-3405		Exploration of a fundamental substituent effect of alpha-ketoheterocycle enzyme inhibitors: Potent and selective inhibitors of fatty acid amide hydrolase.
AID321258Inhibition of human recombinant FAAH2008Bioorganic & medicinal chemistry, Feb-15, Volume: 16, Issue:4
ISSN: 1464-3391		Inhibitors of proteases and amide hydrolases that employ an alpha-ketoheterocycle as a key enabling functionality.
AID1075070In vivo inhibition of FAAH in C57Bl/6J mouse assessed as increase in PEA level in brain at 30 mg/kg, ip measured within 2 to 3 hrs2014Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3
ISSN: 1520-4804		Design, synthesis, and characterization of α-ketoheterocycles that additionally target the cytosolic port Cys269 of fatty acid amide hydrolase.
AID593787Inhibition of FAAH in C57Bl/6J mouse liver assessed as increase of N-palmitoyl ethanolamine level at 30 mg/kg, ip after 1 hr relative to control2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
ISSN: 1520-4804		Reversible competitive α-ketoheterocycle inhibitors of fatty acid amide hydrolase containing additional conformational constraints in the acyl side chain: orally active, long-acting analgesics.
AID593784Inhibition of FAAH in C57Bl/6J mouse brain assessed as increase of 2-arachidonoylglycerol level at 30 mg/kg, ip after 1 hr relative to control2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
ISSN: 1520-4804		Reversible competitive α-ketoheterocycle inhibitors of fatty acid amide hydrolase containing additional conformational constraints in the acyl side chain: orally active, long-acting analgesics.
AID241829Inhibitory concentration of fatty acid amide hydrolase using FP-Rh radioligand2005Bioorganic & medicinal chemistry letters, Mar-01, Volume: 15, Issue:5
ISSN: 0960-894X		Discovery of an exceptionally potent and selective class of fatty acid amide hydrolase inhibitors enlisting proteome-wide selectivity screening: concurrent optimization of enzyme inhibitor potency and selectivity.
AID316310Aqueous solubility in water2008Bioorganic & medicinal chemistry letters, Mar-15, Volume: 18, Issue:6
ISSN: 1464-3405		Novel ketooxazole based inhibitors of fatty acid amide hydrolase (FAAH).
AID637231Inhibition of rat recombinant FAAH expressed in Escherichia coli2012Bioorganic & medicinal chemistry, Jan-15, Volume: 20, Issue:2
ISSN: 1464-3391		Design, synthesis and evaluation of polar head group containing 2-keto-oxazole inhibitors of FAAH.
AID321260Selectivity for rat FAAH over lipoprotein lipase2008Bioorganic & medicinal chemistry, Feb-15, Volume: 16, Issue:4
ISSN: 1464-3391		Inhibitors of proteases and amide hydrolases that employ an alpha-ketoheterocycle as a key enabling functionality.
AID412539Inhibition of rat cortex FAAH by [3H]anandamide carbon filtration assay2009Journal of medicinal chemistry, Jan-08, Volume: 52, Issue:1
ISSN: 1520-4804		Synthesis and evaluation of benzothiazole-based analogues as novel, potent, and selective fatty acid amide hydrolase inhibitors.
AID321259Selectivity for rat FAAH over triacylglycerol hydrolase2008Bioorganic & medicinal chemistry, Feb-15, Volume: 16, Issue:4
ISSN: 1464-3391		Inhibitors of proteases and amide hydrolases that employ an alpha-ketoheterocycle as a key enabling functionality.
AID241808Inhibitory concentration of triacylgylcerol hydrolase using FP-Rh radioligand2005Bioorganic & medicinal chemistry letters, Mar-01, Volume: 15, Issue:5
ISSN: 0960-894X		Discovery of an exceptionally potent and selective class of fatty acid amide hydrolase inhibitors enlisting proteome-wide selectivity screening: concurrent optimization of enzyme inhibitor potency and selectivity.
AID697520Inhibition of human recombinant FAAH2012Journal of medicinal chemistry, Aug-09, Volume: 55, Issue:15
ISSN: 1520-4804		Discovery of potent inhibitors of human and mouse fatty acid amide hydrolases.
AID409623Inhibition of TGH2008Bioorganic & medicinal chemistry letters, Nov-15, Volume: 18, Issue:22
ISSN: 1464-3405		Exploration of a fundamental substituent effect of alpha-ketoheterocycle enzyme inhibitors: Potent and selective inhibitors of fatty acid amide hydrolase.
AID316311Inhibition of human FAAH2008Bioorganic & medicinal chemistry letters, Mar-15, Volume: 18, Issue:6
ISSN: 1464-3405		Novel ketooxazole based inhibitors of fatty acid amide hydrolase (FAAH).
AID363656Inhibition of rat FAAH preincubated for 20 mins2008Bioorganic & medicinal chemistry letters, Sep-01, Volume: 18, Issue:17
ISSN: 1464-3405		Thiadiazolopiperazinyl ureas as inhibitors of fatty acid amide hydrolase.
AID593783Inhibition of FAAH in C57Bl/6J mouse brain assessed as increase of N-palmitoyl ethanolamine level at 30 mg/kg, ip after 1 hr relative to control2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
ISSN: 1520-4804		Reversible competitive α-ketoheterocycle inhibitors of fatty acid amide hydrolase containing additional conformational constraints in the acyl side chain: orally active, long-acting analgesics.
AID365831Inhibition of rat FAAH expressed in Escherichia coli2008Journal of medicinal chemistry, Aug-14, Volume: 51, Issue:15
ISSN: 1520-4804		Optimization of the central heterocycle of alpha-ketoheterocycle inhibitors of fatty acid amide hydrolase.
AID365835Inhibition of human recombinant FAAH expressed in african green monkey COS7 cells2008Journal of medicinal chemistry, Aug-14, Volume: 51, Issue:15
ISSN: 1520-4804		Optimization of the central heterocycle of alpha-ketoheterocycle inhibitors of fatty acid amide hydrolase.
AID239516Inhibitory constant determined against recombinant Fatty-acid amide hydrolase from human expressed in COS-7 cells2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
ISSN: 0022-2623		Discovery of a potent, selective, and efficacious class of reversible alpha-ketoheterocycle inhibitors of fatty acid amide hydrolase effective as analgesics.
AID612783Inhibition of FAAH2011Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16
ISSN: 1464-3405		The discovery and development of inhibitors of fatty acid amide hydrolase (FAAH).
AID445063Inhibition of rat recombinant FAAH expressed in Escherichia coli2010Journal of medicinal chemistry, Jan-14, Volume: 53, Issue:1
ISSN: 1520-4804		X-ray crystallographic analysis of alpha-ketoheterocycle inhibitors bound to a humanized variant of fatty acid amide hydrolase.
AID1075078In vivo inhibition of FAAH in C57Bl/6J mouse assessed as increase in PEA level in brain at 30 mg/kg, ip after 3 hrs relative to vehicle-treated control2014Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3
ISSN: 1520-4804		Design, synthesis, and characterization of α-ketoheterocycles that additionally target the cytosolic port Cys269 of fatty acid amide hydrolase.
AID316869Selectivity for rat recombinant FAAH over TGH2008Journal of medicinal chemistry, Feb-28, Volume: 51, Issue:4
ISSN: 0022-2623		Optimization of alpha-ketooxazole inhibitors of fatty acid amide hydrolase.
AID765036Inhibition of human recombinant FAAH using N-arachidonyl-7-amino-4-methylcoumarin as substrate preincubated at 10 uM for 20 mins before substrate addition by fluorescence assay2013Bioorganic & medicinal chemistry, Sep-01, Volume: 21, Issue:17
ISSN: 1464-3391		Macamides and their synthetic analogs: evaluation of in vitro FAAH inhibition.
AID321262Selectivity for rat FAAH over carboxylesterase 1 lipase2008Bioorganic & medicinal chemistry, Feb-15, Volume: 16, Issue:4
ISSN: 1464-3391		Inhibitors of proteases and amide hydrolases that employ an alpha-ketoheterocycle as a key enabling functionality.
AID593789Inhibition of FAAH in C57Bl/6J mouse brain assessed as increase of anandamide level at 50 mg/kg, po after 1 hr relative to control2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
ISSN: 1520-4804		Reversible competitive α-ketoheterocycle inhibitors of fatty acid amide hydrolase containing additional conformational constraints in the acyl side chain: orally active, long-acting analgesics.
AID409630Binding affinity to FAAH assessed as thermal stability by measuring melting temperature2008Bioorganic & medicinal chemistry letters, Nov-15, Volume: 18, Issue:22
ISSN: 1464-3405		Correlation of inhibitor effects on enzyme activity and thermal stability for the integral membrane protein fatty acid amide hydrolase.
AID365838Inhibition of KIAA1363 hydrolase2008Journal of medicinal chemistry, Aug-14, Volume: 51, Issue:15
ISSN: 1520-4804		Optimization of the central heterocycle of alpha-ketoheterocycle inhibitors of fatty acid amide hydrolase.
AID291341Inhibition of rat recombinant FAAH expressed in Escherichia coli2007Journal of medicinal chemistry, Jul-12, Volume: 50, Issue:14
ISSN: 0022-2623		Structure-activity relationships of alpha-ketooxazole inhibitors of fatty acid amide hydrolase.
AID280032Selectivity for FAAH over KIAA13632007Journal of medicinal chemistry, Mar-08, Volume: 50, Issue:5
ISSN: 0022-2623		Potent and selective alpha-ketoheterocycle-based inhibitors of the anandamide and oleamide catabolizing enzyme, fatty acid amide hydrolase.
AID593782Inhibition of FAAH in C57Bl/6J mouse brain assessed as increase of anandamide level at 30 mg/kg, ip after 1 hr relative to control2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
ISSN: 1520-4804		Reversible competitive α-ketoheterocycle inhibitors of fatty acid amide hydrolase containing additional conformational constraints in the acyl side chain: orally active, long-acting analgesics.
AID280028Inhibition of rat recombinant FAAH expressed in Escherichia coli by [14C]oleamide breakdown2007Journal of medicinal chemistry, Mar-08, Volume: 50, Issue:5
ISSN: 0022-2623		Potent and selective alpha-ketoheterocycle-based inhibitors of the anandamide and oleamide catabolizing enzyme, fatty acid amide hydrolase.
AID239559Binding affinity against purified rat Fatty-acid amide hydrolase (FAAH) expressed in Escherichia coli2005Bioorganic & medicinal chemistry letters, Jan-03, Volume: 15, Issue:1
ISSN: 0960-894X		Heterocyclic sulfoxide and sulfone inhibitors of fatty acid amide hydrolase.
AID291343Selectivity for rat recombinant FAAH over KIAA13632007Journal of medicinal chemistry, Jul-12, Volume: 50, Issue:14
ISSN: 0022-2623		Structure-activity relationships of alpha-ketooxazole inhibitors of fatty acid amide hydrolase.
AID365837Selectivity ratio of IC50 for rat FAAH expressed in Escherichia coli over IC50 for TGH2008Journal of medicinal chemistry, Aug-14, Volume: 51, Issue:15
ISSN: 1520-4804		Optimization of the central heterocycle of alpha-ketoheterocycle inhibitors of fatty acid amide hydrolase.
AID593785Inhibition of FAAH in C57Bl/6J mouse brain assessed as increase of arachidonic acid level at 30 mg/kg, ip after 1 hr relative to control2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
ISSN: 1520-4804		Reversible competitive α-ketoheterocycle inhibitors of fatty acid amide hydrolase containing additional conformational constraints in the acyl side chain: orally active, long-acting analgesics.
AID291344Selectivity for rat recombinant FAAH over TGH2007Journal of medicinal chemistry, Jul-12, Volume: 50, Issue:14
ISSN: 0022-2623		Structure-activity relationships of alpha-ketooxazole inhibitors of fatty acid amide hydrolase.
AID765033Reversible inhibition of human recombinant FAAH using N-arachidonyl-7-amino-4-methylcoumarin as substrate preincubated for 20 mins before substrate addition by fluorescence assay2013Bioorganic & medicinal chemistry, Sep-01, Volume: 21, Issue:17
ISSN: 1464-3391		Macamides and their synthetic analogs: evaluation of in vitro FAAH inhibition.
AID1075091Reversible inhibition of recombinant rat FAAH expressed in Escherichia coli assessed as remaining activity at IC80 preincubated for 3 hrs followed by 370 fold dilution measured after 18 hrs2014Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3
ISSN: 1520-4804		Design, synthesis, and characterization of α-ketoheterocycles that additionally target the cytosolic port Cys269 of fatty acid amide hydrolase.
AID1363927Inhibition of recombinant human N-terminal FLAG-tagged/C-terminal Myc-His6 tagged FAAH2 (32 to 579 residues) expressed in COS7 cell membranes2017Journal of medicinal chemistry, 01-12, Volume: 60, Issue:1
ISSN: 1520-4804		Therapeutic Potential of Fatty Acid Amide Hydrolase, Monoacylglycerol Lipase, and N-Acylethanolamine Acid Amidase Inhibitors.
AID430487Inhibition of rat FAAH incubated 1 hr prior to addition of arachidonyl-amino-methyl-coumarin amide2009Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15
ISSN: 1464-3405		Fatty acid amide hydrolase inhibitors. Surprising selectivity of chiral azetidine ureas.
AID321257Inhibition of rat FAAH2008Bioorganic & medicinal chemistry, Feb-15, Volume: 16, Issue:4
ISSN: 1464-3391		Inhibitors of proteases and amide hydrolases that employ an alpha-ketoheterocycle as a key enabling functionality.
AID321263Analgesic activity in iv dosed mouse2008Bioorganic & medicinal chemistry, Feb-15, Volume: 16, Issue:4
ISSN: 1464-3391		Inhibitors of proteases and amide hydrolases that employ an alpha-ketoheterocycle as a key enabling functionality.
AID593788Inhibition of FAAH in C57Bl/6J mouse liver assessed as increase of 2-arachidonoylglycerol level at 30 mg/kg, ip after 1 hr relative to control2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
ISSN: 1520-4804		Reversible competitive α-ketoheterocycle inhibitors of fatty acid amide hydrolase containing additional conformational constraints in the acyl side chain: orally active, long-acting analgesics.
AID239636Inhibitor affinity towards enzymes of class serine hydrolase was determined using biotin or fluorescent as radioligand (FP-biotin or FP-Rh)2005Bioorganic & medicinal chemistry letters, Mar-01, Volume: 15, Issue:5
ISSN: 0960-894X		Discovery of an exceptionally potent and selective class of fatty acid amide hydrolase inhibitors enlisting proteome-wide selectivity screening: concurrent optimization of enzyme inhibitor potency and selectivity.
AID430485Inhibition of human FAAH incubated 1 hr prior to addition of arachidonyl-amino-methyl-coumarin amide2009Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15
ISSN: 1464-3405		Fatty acid amide hydrolase inhibitors. Surprising selectivity of chiral azetidine ureas.
AID363662Inhibition of rat liver esterase assessed as ester (4-nitrophenyl-acetate) hydrolysis at 10 uM after 30 mins2008Bioorganic & medicinal chemistry letters, Sep-01, Volume: 18, Issue:17
ISSN: 1464-3405		Thiadiazolopiperazinyl ureas as inhibitors of fatty acid amide hydrolase.
AID365839Inhibition of TGH2008Journal of medicinal chemistry, Aug-14, Volume: 51, Issue:15
ISSN: 1520-4804		Optimization of the central heterocycle of alpha-ketoheterocycle inhibitors of fatty acid amide hydrolase.
AID593786Inhibition of FAAH in C57Bl/6J mouse liver assessed as increase of anandamide level at 30 mg/kg, ip after 1 hr relative to control2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
ISSN: 1520-4804		Reversible competitive α-ketoheterocycle inhibitors of fatty acid amide hydrolase containing additional conformational constraints in the acyl side chain: orally active, long-acting analgesics.
AID409624Inhibition of rat FAAH2008Bioorganic & medicinal chemistry letters, Nov-15, Volume: 18, Issue:22
ISSN: 1464-3405		Exploration of a fundamental substituent effect of alpha-ketoheterocycle enzyme inhibitors: Potent and selective inhibitors of fatty acid amide hydrolase.
AID1573861Reversible inhibition of human transmembrane domain deficient FFAH expressed in Escherichia coli assessed as residual activity at 10 times IC50 using AAMCA as substrate preincubated for 1 hr followed by substrate addition and subsequent 10 fold compound d2019Bioorganic & medicinal chemistry letters, 01-15, Volume: 29, Issue:2
ISSN: 1464-3405		Discovery and evaluation of novel FAAH inhibitors in neuropathic pain model.
AID346660Inhibition of FAAH2008Journal of medicinal chemistry, Dec-11, Volume: 51, Issue:23
ISSN: 1520-4804		Discovery and development of fatty acid amide hydrolase (FAAH) inhibitors.
AID1075079In vivo inhibition of FAAH in C57Bl/6J mouse assessed as increase in OEA level in brain at 30 mg/kg, ip after 3 hrs relative to vehicle-treated control2014Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3
ISSN: 1520-4804		Design, synthesis, and characterization of α-ketoheterocycles that additionally target the cytosolic port Cys269 of fatty acid amide hydrolase.
AID1139409Inhibition of mouse FAAH2014Bioorganic & medicinal chemistry, May-01, Volume: 22, Issue:9
ISSN: 1464-3391		α-Ketoheterocycle inhibitors of fatty acid amide hydrolase: exploration of conformational constraints in the acyl side chain.
AID1298614Inhibition of MBP-fused human recombinant FAAH with truncated N-terminal transmembrane domain expressed in Escherichia coli T7 using D-AMC substrate measured over 40 mins by fluorescence based assay2016Bioorganic & medicinal chemistry letters, 06-15, Volume: 26, Issue:12
ISSN: 1464-3405		Piperidinyl thiazole isoxazolines: A new series of highly potent, slowly reversible FAAH inhibitors with analgesic properties.
AID1075101Time-dependent inhibition of recombinant rat FAAH expressed in Escherichia coli assessed as breakdown of [14C]-oleamide preincubated for 6 hrs by Dixon plot analysis2014Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3
ISSN: 1520-4804		Design, synthesis, and characterization of α-ketoheterocycles that additionally target the cytosolic port Cys269 of fatty acid amide hydrolase.
AID241415Inhibitory concentration against Triacylglycerol hydrolase2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
ISSN: 0022-2623		Discovery of a potent, selective, and efficacious class of reversible alpha-ketoheterocycle inhibitors of fatty acid amide hydrolase effective as analgesics.
AID365836Selectivity ratio of IC50 for rat FAAH expressed in Escherichia coli over IC50 for KIAA1363 hydrolase2008Journal of medicinal chemistry, Aug-14, Volume: 51, Issue:15
ISSN: 1520-4804		Optimization of the central heterocycle of alpha-ketoheterocycle inhibitors of fatty acid amide hydrolase.
AID765031Reversible inhibition of human recombinant FAAH using N-arachidonyl-7-amino-4-methylcoumarin as substrate preincubated for 20 mins before substrate addition by fluorescence assay relative to control2013Bioorganic & medicinal chemistry, Sep-01, Volume: 21, Issue:17
ISSN: 1464-3391		Macamides and their synthetic analogs: evaluation of in vitro FAAH inhibition.
AID697519Reversible inhibition of mouse FAAH isolated from brain homogenate using [3H-ethanolamine]AEA as substrate incubated for 20 mins prior to substrate addition measured after 18 hrs by microdialysis method2012Journal of medicinal chemistry, Aug-09, Volume: 55, Issue:15
ISSN: 1520-4804		Discovery of potent inhibitors of human and mouse fatty acid amide hydrolases.
AID242589Inhibitory concentration against KIAA1363 hydrolase2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
ISSN: 0022-2623		Discovery of a potent, selective, and efficacious class of reversible alpha-ketoheterocycle inhibitors of fatty acid amide hydrolase effective as analgesics.
AID1345254Human Fatty acid amide hydrolase-2 (N-Acylethanolamine turnover)2006The Journal of biological chemistry, Dec-01, Volume: 281, Issue:48
ISSN: 0021-9258		A second fatty acid amide hydrolase with variable distribution among placental mammals.
AID1345299Human Fatty acid amide hydrolase (Hydrolases)2006The Journal of biological chemistry, Dec-01, Volume: 281, Issue:48
ISSN: 0021-9258		A second fatty acid amide hydrolase with variable distribution among placental mammals.
AID1345254Human Fatty acid amide hydrolase-2 (N-Acylethanolamine turnover)2009Anesthesia and analgesia, Jan, Volume: 108, Issue:1
ISSN: 1526-7598		Biochemical and biological properties of 4-(3-phenyl-[1,2,4] thiadiazol-5-yl)-piperazine-1-carboxylic acid phenylamide, a mechanism-based inhibitor of fatty acid amide hydrolase.
AID1798724FAAH Inhibition Assay (5 min Preincubation) from Article 10.1021/bi701378g: \\Novel mechanistic class of fatty acid amide hydrolase inhibitors with remarkable selectivity.\\2007Biochemistry, Nov-13, Volume: 46, Issue:45
ISSN: 0006-2960		Novel mechanistic class of fatty acid amide hydrolase inhibitors with remarkable selectivity.
AID1798726FAAH Inhibition Assay (30 min Preincubation) from Article 10.1021/bi701378g: \\Novel mechanistic class of fatty acid amide hydrolase inhibitors with remarkable selectivity.\\2007Biochemistry, Nov-13, Volume: 46, Issue:45
ISSN: 0006-2960		Novel mechanistic class of fatty acid amide hydrolase inhibitors with remarkable selectivity.
AID1798727FAAH Inhibition Assay (60 min Preincubation) from Article 10.1021/bi701378g: \\Novel mechanistic class of fatty acid amide hydrolase inhibitors with remarkable selectivity.\\2007Biochemistry, Nov-13, Volume: 46, Issue:45
ISSN: 0006-2960		Novel mechanistic class of fatty acid amide hydrolase inhibitors with remarkable selectivity.
AID1798285FAAH Inhibition Assay from Article 10.1021/jm061414r: \\Structure-activity relationships of alpha-ketooxazole inhibitors of fatty acid amide hydrolase.\\2007Journal of medicinal chemistry, Jul-12, Volume: 50, Issue:14
ISSN: 0022-2623		Structure-activity relationships of alpha-ketooxazole inhibitors of fatty acid amide hydrolase.
AID1798725FAAH Inhibition Assay (15 min Preincubation) from Article 10.1021/bi701378g: \\Novel mechanistic class of fatty acid amide hydrolase inhibitors with remarkable selectivity.\\2007Biochemistry, Nov-13, Volume: 46, Issue:45
ISSN: 0006-2960		Novel mechanistic class of fatty acid amide hydrolase inhibitors with remarkable selectivity.

Research

Studies (31)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's18 (58.06)29.6817
2010's13 (41.94)24.3611
2020's0 (0.00)2.80

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews5 (16.13%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other26 (83.87%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
disulfiram
1
organic disulfide;
organosulfur acaricide		angiogenesis inhibitor;
antineoplastic agent;
apoptosis inducer;
EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor;
EC 3.1.1.1 (carboxylesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
ferroptosis inducer;
fungicide;
NF-kappaB inhibitor		201720177.0low000010
hexadecanesulfonyl fluoride
1
acyl fluoride201720177.0low000010
ethylmaleimide
1
maleimidesanticoronaviral agent;
EC 1.3.1.8 [acyl-CoA dehydrogenase (NADP(+))] inhibitor;
EC 2.1.1.122 [(S)-tetrahydroprotoberberine N-methyltransferase] inhibitor;
EC 2.7.1.1 (hexokinase) inhibitor		201720177.0low000010
phenylmethylsulfonyl fluoride
1
acyl fluorideserine proteinase inhibitor2008200816.0low000100
propofol
1
phenolsanticonvulsant;
antiemetic;
intravenous anaesthetic;
radical scavenger;
sedative		2008200816.0low000100
carbaryl
2
carbamate ester;
naphthalenes		acaricide;
agrochemical;
carbamate insecticide;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
plant growth retardant		2008201114.5low000110
phenyl trifluoromethyl ketone
1
2005200519.0medium000100
diphenyl disulfide
1
benzenes201720177.0low000010
diacerein
1
anthraquinone201720177.0low000010
2-n-octyl-4-isothiazolin-3-one
1
1,2-thiazolesantibacterial agent;
antifungal agrochemical;
environmental contaminant;
xenobiotic		201720177.0low000010
tramadol
1
2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanoladrenergic uptake inhibitor;
antitussive;
capsaicin receptor antagonist;
delta-opioid receptor agonist;
kappa-opioid receptor agonist;
metabolite;
mu-opioid receptor agonist;
muscarinic antagonist;
nicotinic antagonist;
NMDA receptor antagonist;
opioid analgesic;
serotonergic antagonist;
serotonin uptake inhibitor		201920195.0low000010
efegatran
1
2008200816.0low000100
ono 6818
1
2008200816.0low000100
arachidonic acid
1
icosa-5,8,11,14-tetraenoic acid;
long-chain fatty acid;
omega-6 fatty acid		Daphnia galeata metabolite;
EC 3.1.1.1 (carboxylesterase) inhibitor;
human metabolite;
mouse metabolite		2008200816.0low000100
oleic acid
1
octadec-9-enoic acidantioxidant;
Daphnia galeata metabolite;
EC 3.1.1.1 (carboxylesterase) inhibitor;
Escherichia coli metabolite;
mouse metabolite;
plant metabolite;
solvent		2008200816.0low000100
urb 597
13
biphenyls2006201713.6medium000760
jnj-1661010
5
N-arylpiperazine2008201613.4high000320
thiopental
1
barbituratesanticonvulsant;
drug allergen;
environmental contaminant;
intravenous anaesthetic;
sedative;
xenobiotic		2008200816.0low000100
2-octyl-gamma-bromoacetoacetate
1
2008200816.0high000100
anandamide
3
endocannabinoid;
N-acylethanolamine 20:4		human blood serum metabolite;
neurotransmitter;
vasodilator agent		2008201712.0low000120
glyceryl 2-arachidonate
1
2-acylglycerol 20:4;
endocannabinoid		human metabolite201720177.0low000010
oleylamide
1
primary fatty amidehuman metabolite;
plant metabolite		2008200816.0low000100
morphine
1
morphinane alkaloid;
organic heteropentacyclic compound;
tertiary amino compound		anaesthetic;
drug allergen;
environmental contaminant;
geroprotector;
mu-opioid receptor agonist;
opioid analgesic;
plant metabolite;
vasodilator agent;
xenobiotic		2011201113.0low000010
arachidonyl-2-chloroethylamide
1
fatty amide;
organochlorine compound;
secondary carboxamide;
synthetic cannabinoid		CB1 receptor agonist;
CB2 receptor agonist;
neuroprotective agent		2008200816.0low000100
6-(bromomethylene)tetrahydro-3-(1-naphthaleneyl)-2h-pyran-2-one
1
naphthalenes2008200816.0low000100
benzoyl-norleucyl-lysyl-arginyl-arginal
1
2008200816.0medium000100
cay 10499
1
carbamate ester201720177.0low000010
CAY10435
3
oxazolopyridine2008201712.0high000120
urb 524
3
2008201712.0high000120
methyl arachidonylfluorophosphonate
2
phosphonic ester2008201214.0medium000110
urb602
1
201720177.0low000010
n-benzylhexadecanamide
1
macamide;
secondary carboxamide		EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor;
neuroprotective agent;
plant metabolite		2013201311.0medium000010
ly2183240
4
biphenyls2008201712.8high000220
methylphenidate
4
2007201713.5high000310
pf 04457845
1
201920195.0medium000010
am 6701
1
201720177.0high000010
compstatin
1
2008200816.0low000100
pf 3845
3
piperidines201620196.7low000030
pf 750
5
quinolines2007201712.6high000230
urb937
1
201720177.0low000010
sar127303
1
201720177.0high000010
mjn110
1
201720177.0low000010
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Ache0
3
2008201613.0high000210
Allodynia0
1
2012201212.0low000010
Disease Models, Animal0
2
2009201910.0medium000110
Nerve Pain0
2
2009201910.0medium000110
Neuralgia0
2
2009201910.0medium000110
Pain0
3
2008201613.0high000210

Bioavailability (1)

ArticleYear
Inhibitors of proteases and amide hydrolases that employ an alpha-ketoheterocycle as a key enabling functionality.
Bioorganic & medicinal chemistry, , Feb-15, Volume: 16, Issue:4		2008

Dosage (1)

ArticleYear
Design strategies to address kinetics of drug binding and residence time.
Bioorganic & medicinal chemistry letters, , Volume: 25, Issue:10		2015