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Information on EC 1.14.19.1 - stearoyl-CoA 9-desaturase and Organism(s) Rattus norvegicus and UniProt Accession P07308

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IUBMB Comments
An iron protein. The rat liver enzyme is an enzyme system involving cytochrome b5 and EC 1.6.2.2, cytochrome-b5 reductase. The ferricytochrome b5 produced is reduced by NADH and cytochrome-b5 reductase (EC 1.6.2.2).
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This record set is specific for:
Rattus norvegicus
UNIPROT: P07308
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The taxonomic range for the selected organisms is: Rattus norvegicus
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Synonyms
scd, stearoyl-coa desaturase, fatty acid desaturase, scd-1, stearoyl-coa desaturase 1, stearoyl-coa desaturase-1, stearoyl coa desaturase, stearoyl-coenzyme a desaturase, delta9-desaturase, delta9 desaturase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
stearoyl-CoA desaturase
-
acyl coenzyme A desaturase
-
-
-
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acyl-CoA desaturase
-
-
-
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delta-9 desaturase
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-
DELTA9 desaturase
-
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DELTA9-acyl CoA desaturase
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-
-
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DELTA9-desaturase
-
-
-
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eicosatrienoyl-CoA desaturase
-
-
-
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fatty acid 9-desaturase
-
-
-
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fatty acid DELTA9-desaturase
-
-
-
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fatty acid desaturase
-
-
-
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fatty acyl CoA DELTA9-desaturase
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-
-
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fatty acyl DELTA9-desaturase
-
-
-
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fatty acyl-CoA desaturase
-
-
-
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long-chain fatty acid DELTA9-desaturase
-
-
-
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palmitoyl CoA desaturase
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-
-
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palmitoyl-CoA desaturase
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-
-
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stearoyl coenzyme A desaturase
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-
-
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stearoyl coenzyme-A desaturase 1
-
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stearoyl-CoA (DELTA8) desaturase
-
-
-
-
stearoyl-CoA desaturase
stearoyl-CoA desaturase 1
-
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stearoyl-CoA desaturase 2
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stearoyl-CoA desaturase-1
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stearoyl-CoA desaturase1
-
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stearoyl-CoA desaturase2
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stearyl coenzyme A desaturase
-
-
-
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stearyl-CoA desaturase
-
-
-
-
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
stearoyl-CoA + 2 ferrocytochrome b5 + O2 + 2 H+ = oleoyl-CoA + 2 ferricytochrome b5 + 2 H2O
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
redox reaction
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-
-
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oxidation
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-
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reduction
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-
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PATHWAY SOURCE
PATHWAYS
-
-, -, -
SYSTEMATIC NAME
IUBMB Comments
stearoyl-CoA,ferrocytochrome-b5:oxygen oxidoreductase (9,10-dehydrogenating)
An iron protein. The rat liver enzyme is an enzyme system involving cytochrome b5 and EC 1.6.2.2, cytochrome-b5 reductase. The ferricytochrome b5 produced is reduced by NADH and cytochrome-b5 reductase (EC 1.6.2.2).
CAS REGISTRY NUMBER
COMMENTARY hide
9014-34-0
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
stearoyl-CoA + AH2 + O2
oleoyl-CoA + A + H2O
show the reaction diagram
activity measured via the generation of tritium enriched water from the substrate 9,10-3H-steaoryl-CoA
-
-
?
stearoyl-CoA + ferrocytochrome b5 + O2 + H+
oleoyl-CoA + ferricytochrome b5 + H2O
show the reaction diagram
-
-
-
?
ammonium stearate + NADH + O2
?
show the reaction diagram
-
-
-
-
?
heptadecanoate + AH2 + O2
?
show the reaction diagram
-
low activity
-
-
?
myristoyl-CoA + AH2 + O2
?
show the reaction diagram
-
-
-
-
?
N-hydroxy-benzenecarboximidamide + NADH + H+ + O2
benzamidine + NAD+ + H2O
show the reaction diagram
-
-
-
-
?
nonadecanoate + AH2 + O2
?
show the reaction diagram
-
low activity
-
-
?
nonadecanoyl-CoA + NADH + O2
?
show the reaction diagram
-
-
-
-
?
palmitoyl-CoA + NADH + O2
palmitoleoyl-CoA + NAD+ + H2O
show the reaction diagram
-
-
-
-
?
stearate + AH2 + O2
oleate + A + 2 H2O
show the reaction diagram
stearoyl-CoA + AH2 + H+ + O2
oleoyl-CoA + A + H2O
show the reaction diagram
-
-
-
-
?
stearoyl-CoA + AH2 + O2
oleoyl-CoA + A + H2O
show the reaction diagram
stearoyl-CoA + ferrocytochrome b5 + O2
oleoyl-CoA + ferricytochrome b5 + H2O
show the reaction diagram
-
-
-
-
?
stearoyl-CoA + ferrocytochrome b5 + O2 + H+
?
show the reaction diagram
-
-
-
-
?
stearoyl-CoA + ferrocytochrome b5 + O2 + H+
oleoyl-CoA + ferricytochrome b5 + H2O
show the reaction diagram
stearoyl-CoA + NAD(P)H + O2
oleoyl-CoA + NAD(P)+ + H2O
show the reaction diagram
-
fatty acid desaturation
-
?
stearoyl-CoA + NADH + H+ + O2
oleoyl-CoA + NAD+ + H2O
show the reaction diagram
-
-
-
-
?
stearoyl-CoA + NADH + O2
oleoyl-CoA + NAD+ + H2O
show the reaction diagram
trans-2-hexadecenoyl-CoA + ferrocytochrome b5 + O2 + H+
?
show the reaction diagram
-
-
-
-
?
additional information
?
-
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
stearoyl-CoA + ferrocytochrome b5 + O2 + H+
oleoyl-CoA + ferricytochrome b5 + H2O
show the reaction diagram
-
-
-
?
stearate + AH2 + O2
oleate + A + 2 H2O
show the reaction diagram
-
biosynthesis of unsaturated fatty acid, synthesis of triacylglycerol from oleate
-
?
stearoyl-CoA + AH2 + O2
oleoyl-CoA + A + H2O
show the reaction diagram
stearoyl-CoA + ferrocytochrome b5 + O2 + H+
oleoyl-CoA + ferricytochrome b5 + H2O
show the reaction diagram
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
ferrocytochrome b5
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ascorbate
-
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cytochrome b5
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ferrocytochrome b5
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flavin
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flavin-containing NADH-cytochrome b5 reductase (EC 1.6.2.2.)
heme
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heme-containing cytochrome b5
additional information
-
phospholipid is required
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
-
enzyme contains active sulfhydryl groups
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(1-[6-[3-(3-hydroxybenzyl)-1,2,4-oxadiazol-5-yl]pyridazin-3-yl]piperidin-4-yl)[2-(trifluoromethyl)phenyl]methanone
-
-
(1-[6-[4-(6-fluoro-2,3-dihydro-1H-indol-1-yl)piperidin-1-yl]pyridazin-3-yl]-1H-imidazol-4-yl)methanol
-
-
(1-[6-[4-(6-fluoro-2,3-dihydro-1H-indol-1-yl)piperidin-1-yl]pyridazin-3-yl]-1H-pyrazol-4-yl)methanol
-
-
(2-[[(5-[[(4-fluoro-2-heptylphenyl)amino]methyl]thiophen-2-yl)carbonyl]amino]-1,3-thiazol-4-yl)acetic acid
-
-
(2R)-2-hydroxy-N-[2-[3-methyl-2-oxo-7-[[3-(trifluoromethyl)benzyl]amino]quinoxalin-1(2H)-yl]ethyl]propanamide
-
-
(2R)-N-[3-(3,4-dichlorobenzyl)-4-oxo-3,4-dihydroquinazolin-6-yl]-2-hydroxypropanamide
-
-
(2S)-2-hydroxy-N-[2-[3-methyl-2-oxo-7-[[3-(trifluoromethyl)benzyl]amino]quinoxalin-1(2H)-yl]ethyl]propanamide
-
-
(2S)-N-[3-(3,4-dichlorobenzyl)-4-oxo-3,4-dihydroquinazolin-6-yl]-2-hydroxypropanamide
-
-
(3-[5-[(3S)-3-(2-bromo-5-fluorophenoxy)pyrrolidin-1-yl]-1,3,4-thiadiazol-2-yl]-1,2,4-oxadiazol-5-yl)methanol
-
-
(4-[6-[4-(6-fluoro-2,3-dihydro-1H-indol-1-yl)piperidin-1-yl]pyridazin-3-yl]phenyl)methanol
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-
(5-[6-[3-(2-bromo-5-fluorophenoxy)azetidin-1-yl]pyridazin-3-yl]-1,3,4-oxadiazol-2-yl)methanol
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-
(5-[6-[3-(2-bromophenoxy)azetidin-1-yl]pyridazin-3-yl]-1,3,4-oxadiazol-2-yl)methanol
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-
(5-[6-[4-(6-fluoro-2,3-dihydro-1H-indol-1-yl)piperidin-1-yl]pyridazin-3-yl]pyridin-2-yl)methanol
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-
(5R)-5-(hydroxymethyl)-3-(6-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]pyridin-3-yl)-1,3-oxazolidin-2-one
-
-
(E)-N-(2-cyclopropylethyl)-N2-(pyridin-2-yl[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]methylidene)glycinamide
-
-
([5-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl][1,3]thiazolo[5,4-d]pyrimidin-2-yl]amino)acetic acid
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-
([5-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl][1,3]thiazolo[5,4-d]pyrimidin-2-yl]oxy)acetic acid
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-
1'-[6-(3-methyl-1,2,4-thiadiazol-5-yl)pyridazin-3-yl]-2,3-dihydrospiro[indene-1,4'-piperidine]
-
-
1-(1,3-thiazol-2-yl)-4-[[2-(trifluoromethyl)phenyl]carbonyl]piperazine
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-
1-(1-[6-[1-(2-ethoxyethyl)-1H-pyrazol-4-yl]pyridazin-3-yl]piperidin-4-yl)-6-fluoro-2,3-dihydro-1H-indole
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-
1-(1-[6-[4-(ethoxymethyl)-1H-pyrazol-1-yl]pyridazin-3-yl]piperidin-4-yl)-6-fluoro-2,3-dihydro-1H-indole
-
-
1-(2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]-1,3-thiazol-5-yl)pyrrolidin-2-one
-
-
1-(2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]-1,3-thiazol-5-yl)urea
-
-
1-hydroxy-3-[5-(6-[3-[2-(trifluoromethyl)benzyl]azetidin-1-yl]pyridazin-3-yl)-1,3,4-oxadiazol-2-yl]propan-2-one
-
-
1-[1-[6-(1-ethyl-1H-pyrazol-4-yl)pyridazin-3-yl]piperidin-4-yl]-6-fluoro-2,3-dihydro-1H-indole
-
-
1-[1-[6-(1-methyl-1H-pyrazol-4-yl)pyridazin-3-yl]piperidin-4-yl]-1H-indole
-
-
1-[1-[6-(1-methyl-1H-pyrazol-4-yl)pyridazin-3-yl]piperidin-4-yl]-2,3-dihydro-1H-indole
-
-
1-[1-[6-(1-methyl-1H-pyrazol-4-yl)pyridazin-3-yl]piperidin-4-yl]-6-(trifluoromethyl)-2,3-dihydro-1H-indole
-
-
1-[2-[3-methyl-2-oxo-7-[[3-(trifluoromethyl)benzyl]amino]quinoxalin-1(2H)-yl]ethyl]urea
-
-
1-[5-(1,2,4-oxadiazol-3-yl)-1,3-thiazol-2-yl]-4-[2-(trifluoromethyl)phenoxy]piperidine
-
-
1-[5-(1,3,4-oxadiazol-2-yl)-1,3-thiazol-2-yl]-4-[2-(trifluoromethyl)phenoxy]piperidine
-
-
1-[5-(1,3-oxazol-2-yl)-1,3-thiazol-2-yl]-4-[2-(trifluoromethyl)phenoxy]piperidine
-
-
1-[5-(5-methyl-1,2,4-oxadiazol-3-yl)-1,3-thiazol-2-yl]-4-[2-(trifluoromethyl)phenoxy]piperidine
-
-
1-[5-(5-methyl-1,3,4-thiadiazol-2-yl)-1,3-thiazol-2-yl]-4-[2-(trifluoromethyl)phenoxy]piperidine
-
-
1-[5-(benzylcarbamoyl)-4-methyl-1,3-thiazol-2-yl]-N-(4-fluorobenzyl)-1H-1,2,3-triazole-4-carboxamide
-
-
2,3-dihydroxy-N-[2-[3-methyl-2-oxo-7-[[3-(trifluoromethyl)benzyl]amino]quinoxalin-1(2H)-yl]ethyl]propanamide
-
-
2-(1-[6-[4-(6-fluoro-2,3-dihydro-1H-indol-1-yl)piperidin-1-yl]pyridazin-3-yl]-1H-pyrazol-4-yl)ethanol
-
-
2-(2'-chlorobiphenyl-4-yl)-6-(methylsulfonyl)-1H-benzimidazole
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2-(2'-fluorobiphenyl-4-yl)-1-methyl-5-(methylsulfonyl)-2,3-dihydro-1H-benzimidazole
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2-(2'-fluorobiphenyl-4-yl)-1H-benzimidazole-6-sulfonamide
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2-(2'-fluorobiphenyl-4-yl)-6-(methylsulfanyl)-1H-benzimidazole
-
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2-(2'-fluorobiphenyl-4-yl)-6-(methylsulfinyl)-1H-benzimidazole
-
-
2-(2'-fluorobiphenyl-4-yl)-6-(methylsulfonyl)-1H-benzimidazole
-
-
2-(2'-fluorobiphenyl-4-yl)-6-(methylsulfonyl)-1H-imidazo[4,5-b]pyridine
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2-(2'-fluorobiphenyl-4-yl)-N,N-dimethyl-1H-benzimidazole-6-sulfonamide
-
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2-(2'-methylbiphenyl-4-yl)-6-(methylsulfonyl)-1H-benzimidazole
-
-
2-(2-cyclopropylethyl)-5-(4-[[2-(trifluoromethyl)phenyl]carbonyl]piperazin-1-yl)-1H-isoindole-1,3(2H)-dione
-
-
2-(3'-chloro-2'-fluorobiphenyl-4-yl)-6-(methylsulfonyl)-1H-benzimidazole
-
-
2-(3'-chlorobiphenyl-4-yl)-6-(methylsulfonyl)-1H-benzimidazole
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2-(3'-fluorobiphenyl-4-yl)-6-(methylsulfonyl)-1H-benzimidazole
-
-
2-(3'-methylbiphenyl-4-yl)-6-(methylsulfonyl)-1H-benzimidazole
-
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2-(4'-fluorobiphenyl-4-yl)-6-(methylsulfonyl)-1H-benzimidazole
-
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2-(4-phenoxyphenyl)-N-(1,3-thiazol-2-ylmethyl)-1H-benzimidazole-5-carboxamide
-
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2-(4-phenoxyphenyl)-N-(2-phenylethyl)-1H-benzimidazole-5-carboxamide
-
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2-(4-[6-[4-(6-fluoro-2,3-dihydro-1H-indol-1-yl)piperidin-1-yl]pyridazin-3-yl]-1H-pyrazol-1-yl)-N-methylacetamide
-
-
2-(4-[6-[4-(6-fluoro-2,3-dihydro-1H-indol-1-yl)piperidin-1-yl]pyridazin-3-yl]-1H-pyrazol-1-yl)ethanol
-
-
2-(4-[[2-(trifluoromethyl)phenyl]carbonyl]piperazin-1-yl)-1,3-thiazole-5-carboxamide
-
MF-152
2-(4-[[2-(trifluoromethyl)phenyl]carbonyl]piperazin-1-yl)-1,3-thiazole-5-carboxylic acid
-
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2-(4-[[2-(trifluoromethyl)phenyl]sulfanyl]piperidin-1-yl)-1,3-thiazole-5-carboxamide
-
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2-(4-[[5-(hexylamino)-2-(trifluoromethyl)phenyl]carbonyl]piperazin-1-yl)-N-pentylpyridine-4-carboxamide
-
-
2-(5'-chloro-2'-fluorobiphenyl-4-yl)-6-(methylsulfonyl)-1H-benzimidazole
-
-
2-(5-[1-[(2,5-dichlorophenyl)carbonyl]piperidin-4-ylidene]-2,4-dioxo-1,3-thiazolidin-3-yl)-N-pentylacetamide
-
-
2-(biphenyl-4-yl)-6-(methylsulfonyl)-1H-benzimidazole
-
-
2-(biphenyl-4-yl)-7-(methylsulfonyl)imidazo[1,2-a]pyridine
-
-
2-(thiophen-2-yl)-N-(2-[4-[2-(trifluoromethyl)benzoyl]piperazin-1-yl]-1H-benzimidazol-5-yl)acetamide
-
-
2-([2-[4-(2-chloro-3,5-difluorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-methylbenzamide
-
-
2-acetyl-N-[1-(3,4-dichlorobenzyl)-1H-pyrazol-4-yl]-1,2,3,4-tetrahydroisoquinoline-6-carboxamide
-
-
2-hydroxy-N-[2-[2-oxo-3-(trifluoromethyl)-7-[[3-(trifluoromethyl)benzyl]amino]quinoxalin-1(2H)-yl]ethyl]acetamide
-
-
2-hydroxy-N-[2-[3-(1-methylethyl)-2-oxo-7-[[3-(trifluoromethyl)benzyl]amino]quinoxalin-1(2H)-yl]ethyl]acetamide
-
-
2-hydroxy-N-[2-[3-methyl-2-oxo-7-[[3-(trifluoromethyl)benzyl]amino]quinoxalin-1(2H)-yl]ethyl]acetamide
-
-
2-hydroxy-N-[4-oxo-3-[3-(trifluoromethyl)benzyl]-3,4-dihydroquinazolin-6-yl]acetamide
-
-
2-hydroxy-N-[4-oxo-3-[4-(trifluoromethyl)benzyl]-3,4-dihydroquinazolin-6-yl]acetamide
-
-
2-[(2,5-dichlorophenoxy)methyl]-N-[4-(1H-pyrazol-1-ylmethyl)phenyl]pyridine-4-carboxamide
-
-
2-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]benzamide
-
-
2-[(3S)-3-[2-(trifluoromethyl)phenoxy]pyrrolidin-1-yl]-1,3-thiazole-5-carboxamide
-
-
2-[1-[2-(4-fluorophenyl)ethyl]-1H-1,2,3-triazol-4-yl]-4-methyl-N-(pyridin-3-ylmethyl)-1,3-thiazole-5-carboxamide
-
-
2-[3-(4-fluorobenzyl)-2-oxo-2,3-dihydro-1H-imidazol-1-yl]-N-(pyridin-3-ylmethyl)-4-(trifluoromethyl)-1,3-thiazole-5-carboxamide
-
-
2-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-1,3-benzothiazole
-
-
2-[4-(2-chlorophenoxy)phenyl]-N-(1,3-thiazol-2-ylmethyl)-1H-benzimidazole-5-carboxamide
-
-
2-[4-(2-chlorophenoxy)phenyl]-N-(2-cyclopropylethyl)-1H-benzimidazole-5-carboxamide
-
-
2-[4-(2-chlorophenoxy)phenyl]-N-(3-methylbutyl)-1H-benzimidazole-5-carboxamide
-
-
2-[4-(2-chlorophenoxy)phenyl]-N-[(5-chlorothiophen-2-yl)methyl]-1H-benzimidazole-5-carboxamide
-
-
2-[4-(furan-3-yl)phenyl]-6-(methylsulfonyl)-1H-benzimidazole
-
-
2-[4-(phenylcarbonyl)piperazin-1-yl]-1,3-thiazole-5-carboxamide
-
-
2-[4-[2-(trifluoromethyl)benzoyl]piperazin-1-yl]-1,3-thiazole-5-carboxamide
-
-
2-[4-[2-(trifluoromethyl)benzyl]piperazin-1-yl]-1,3-thiazole-5-carboxamide
-
-
2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]-1,3-thiazole-4-carboxamide
-
-
2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]-1,3-thiazole-5-carboxamide
-
-
2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]-1,3-thiazole-5-sulfonamide
-
-
2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]-1,4,5,9-tetrahydro-6H-purin-6-one
-
-
2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]-9H-purin-8-ol
-
-
2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]-9H-purine
-
-
2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl][1,3]thiazolo[4,5-b]pyridine
-
-
2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl][1,3]thiazolo[4,5-d]pyrimidin-7(6H)-one
-
-
2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl][1,3]thiazolo[4,5-d]pyrimidin-7-amine
-
-
2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl][1,3]thiazolo[5,4-c]pyridin-4(5H)-one
-
-
2-[5-(2-fluorophenyl)pyridin-2-yl]-6-(methylsulfonyl)-1H-benzimidazole
-
-
2-[6-(2-fluorophenyl)pyridin-3-yl]-6-(methylsulfonyl)-1H-benzimidazole
-
-
3-(2-hydroxyethoxy)-4-methoxy-N-[5-[3-(trifluoromethyl)benzyl]-1,3-thiazol-2-yl]benzamide
-
-
3-(4-[[2-(trifluoromethyl)phenyl]carbonyl]piperazin-1-yl)pyridazino[3,4-b][1,5]benzoxazepin-5(6H)-one
-
-
3-(5-methyl-1,3,4-oxadiazol-2-yl)-6-[3-[2-(trifluoromethyl)phenoxy]azetidin-1-yl]pyridazine
-
-
3-(5-methyl-1,3,4-oxadiazol-2-yl)-6-[3-[3-(trifluoromethyl)phenoxy]azetidin-1-yl]pyridazine
-
-
3-(5-methyl-1,3,4-thiadiazol-2-yl)-6-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]pyridazine
3-(5-[hydroxy[2-(trifluoromethyl)phenyl]methyl]-1H-benzimidazol-2-yl)-N-(1,3-thiazol-2-ylmethyl)benzamide
-
-
3-hydroxy-N-[2-[3-methyl-2-oxo-7-[[3-(trifluoromethyl)benzyl]amino]quinoxalin-1(2H)-yl]ethyl]propanamide
-
-
3-[([4-[2-(acetylamino)ethyl]-2-(4-methoxyphenyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazin-6-yl]amino)methyl]benzoic acid
-
-
3-[2-(4-methoxyphenyl)-3-oxo-6-[[3-(trifluoromethyl)benzyl]amino]pyrido[2,3-b]pyrazin-4(3H)-yl]-N-methylpropanamide
-
-
3-[2-(4-methoxyphenyl)-3-oxo-6-[[3-(trifluoromethyl)benzyl]amino]pyrido[2,3-b]pyrazin-4(3H)-yl]propanamide
-
-
3-[2-[(3,4-dichlorophenyl)amino]-6-(4-methoxyphenyl)-7-oxopteridin-8(7H)-yl]propanamide
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3-[2-[(3,4-dichlorophenyl)amino]-7-oxo-6-(4-pyridin-3-ylphenyl)pteridin-8(7H)-yl]propanamide
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3-[2-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-7-oxo-6,7-dihydro[1,3]thiazolo[4,5-d]pyrimidin-5-yl]propanoic acid
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3-[3-(2,6-dichloro-4-fluorophenoxy)azetidin-1-yl]-6-(5-methyl-1,3,4-oxadiazol-2-yl)pyridazine
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3-[3-(2-bromo-4-fluorophenoxy)azetidin-1-yl]-6-(5-methyl-1,3,4-oxadiazol-2-yl)pyridazine
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3-[3-(2-bromo-5-fluorophenoxy)azetidin-1-yl]-6-(5-methyl-1,3,4-oxadiazol-2-yl)pyridazine
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3-[3-(2-bromophenoxy)azetidin-1-yl]-6-(5-methyl-1,3,4-oxadiazol-2-yl)pyridazine
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3-[3-(2-chloro-5-fluorophenoxy)azetidin-1-yl]-6-(5-methyl-1,3,4-oxadiazol-2-yl)pyridazine
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3-[3-(2-iodophenoxy)azetidin-1-yl]-6-(5-methyl-1,3,4-oxadiazol-2-yl)pyridazine
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3-[3-oxo-2-pyridin-3-yl-6-[[3-(trifluoromethyl)benzyl]amino]pyrido[2,3-b]pyrazin-4(3H)-yl]propanamide
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3-[3-[2-chloro-3-(trifluoromethyl)phenoxy]azetidin-1-yl]-6-(5-methyl-1,3,4-oxadiazol-2-yl)pyridazine
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3-[4-(2-chloro-5-fluorophenoxy)piperidin-1-yl]-6-(5-methyl-1,3,4-oxadiazol-2-yl)pyridazine
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3-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]-1,2,4-oxadiazole-5-carboxamide
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3-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]-1,2-oxazole-5-carboxamide
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3-[6-(4'-chlorobiphenyl-4-yl)-7-oxo-2-[[3-(trifluoromethyl)phenyl]amino]pteridin-8(7H)-yl]propanamide
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3-[6-(4'-methylbiphenyl-4-yl)-7-oxo-2-[[3-(trifluoromethyl)phenyl]amino]pteridin-8(7H)-yl]propanamide
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3-[6-(4-methoxyphenyl)-7-oxo-2-[[3-(trifluoromethyl)phenyl]amino]pteridin-8(7H)-yl]propanamide
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3-[6-[(3,4-dichlorobenzyl)amino]-2-(4-methoxyphenyl)-3-oxopyrido[2,3-b]pyrazin-4(3H)-yl]propanamide
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3-[7-oxo-6-(4-pyridin-3-ylphenyl)-2-[[3-(trifluoromethyl)phenyl]amino]pteridin-8(7H)-yl]propanamide
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4'-[6-(methylsulfonyl)-1H-benzimidazol-2-yl]biphenyl-2-ol
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4'-[6-(methylsulfonyl)-1H-benzimidazol-2-yl]biphenyl-3-ol
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