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Literature summary extracted from

  • Zhao, H.; Serby, M.D.; Smith, H.T.; Cao, N.; Suhar, T.S.; Surowy, T.K.; Camp, H.S.; Collins, C.A.; Sham, H.L.; Liu, G.
    Discovery of 1-(4-phenoxypiperidin-1-yl)-2-arylaminoethanone stearoyl-CoA desaturase 1 inhibitors (2007), Bioorg. Med. Chem. Lett., 17, 3388-3391.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.19.1 2-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-phenylbenzamide
-
 Homo sapiens
1.14.19.1 3-([2-[4-(2,3-difluorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-methylpyrazine-2-carboxamide
-
 Homo sapiens
1.14.19.1 3-([2-[4-(2,5-dichlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-methylpyrazine-2-carboxamide
-
 Homo sapiens
1.14.19.1 3-([2-[4-(2-bromophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-methylpyrazine-2-carboxamide
-
 Homo sapiens
1.14.19.1 3-([2-[4-(2-chloro-3,5-difluorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-methylpyrazine-2-carboxamide
-
 Homo sapiens
1.14.19.1 3-([2-[4-(2-chloro-5-fluorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-methylpyrazine-2-carboxamide
-
 Homo sapiens
1.14.19.1 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-(2-hydroxyethyl)pyrazine-2-carboxamide
-
 Homo sapiens
1.14.19.1 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-(pyridin-2-ylmethyl)pyrazine-2-carboxamide
-
 Homo sapiens
1.14.19.1 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-(pyridin-3-ylmethyl)pyrazine-2-carboxamide
-
 Homo sapiens
1.14.19.1 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-(pyridin-4-ylmethyl)pyrazine-2-carboxamide
-
 Homo sapiens
1.14.19.1 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-ethylpyrazine-2-carboxamide
-
 Homo sapiens
1.14.19.1 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-methylpyrazine-2-carboxamide
-
 Homo sapiens
1.14.19.1 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-phenylpyrazine-2-carboxamide
-
 Homo sapiens
1.14.19.1 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)pyrazine-2-carbaldehyde
-
 Homo sapiens
1.14.19.1 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)pyrazine-2-carbonitrile
-
 Homo sapiens
1.14.19.1 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)pyrazine-2-carboxamide
-
 Homo sapiens
1.14.19.1 3-chloro-N-[2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]pyrazin-2-amine
-
 Homo sapiens
1.14.19.1 3-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]-N-(2-phenylethyl)pyridine-2-carboxamide
-
 Homo sapiens
1.14.19.1 3-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]-N-(pyridin-3-ylmethyl)pyridine-2-carboxamide
-
 Homo sapiens
1.14.19.1 3-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]-N-(pyridin-4-ylmethyl)pyridine-2-carboxamide
-
 Homo sapiens
1.14.19.1 3-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]-N-pentylpyridine-2-carboxamide
-
 Homo sapiens
1.14.19.1 3-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]-N-propylpyridine-2-carboxamide
-
 Homo sapiens
1.14.19.1 3-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]pyridine-2-carboxamide
-
 Homo sapiens
1.14.19.1 methyl 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)pyrazine-2-carboxylate
-
 Homo sapiens
1.14.19.1 additional information design and synthesis of 1-(4-phenoxypiperidin-1-yl)-2-arylaminoethanone-based inhibitors, overview Homo sapiens
1.14.19.1 N,N-dimethyl-3-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]pyridine-2-carboxamide
-
 Homo sapiens
1.14.19.1 N-(2-hydroxyethyl)-3-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]pyridine-2-carboxamide
-
 Homo sapiens
1.14.19.1 N-benzyl-3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)pyrazine-2-carboxamide
-
 Homo sapiens
1.14.19.1 N-benzyl-3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)pyridine-2-carboxamide
-
 Homo sapiens
1.14.19.1 N-benzyl-6-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]pyridine-2-carboxamide
-
 Homo sapiens
1.14.19.1 N-ethyl-3-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]pyridine-2-carboxamide
-
 Homo sapiens
1.14.19.1 N-methyl-2-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]pyridine-3-carboxamide
-
 Homo sapiens
1.14.19.1 N-methyl-3-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]pyridine-2-carboxamide
-
 Homo sapiens
1.14.19.1 N-methyl-3-[[2-oxo-2-(4-phenoxypiperidin-1-yl)ethyl]amino]pyrazine-2-carboxamide
-
 Homo sapiens
1.14.19.1 N-methyl-3-[[2-oxo-2-(4-phenylpiperidin-1-yl)ethyl]amino]pyrazine-2-carboxamide
-
 Homo sapiens
1.14.19.1 N-methyl-3-[[2-oxo-2-(4-[[2-(trifluoromethyl)phenyl]amino]piperidin-1-yl)ethyl]amino]pyrazine-2-carboxamide
-
 Homo sapiens
1.14.19.1 N-tert-butyl-3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)pyrazine-2-carboxamide
-
 Homo sapiens

Localization

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

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.19.1 stearoyl-CoA + ferrocytochrome b5 + O2 + H+ Homo sapiens rate-limiting enzyme involved in the synthesis of monounsaturated fatty acids, which plays an important role in lipid metabolism and body weight control, overview oleoyl-CoA + ferricytochrome b5 + H2O
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.19.1 Homo sapiens
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.19.1 stearoyl-CoA + ferrocytochrome b5 + O2 + H+
-
 Homo sapiens oleoyl-CoA + ferricytochrome b5 + H2O
-
 ?
1.14.19.1 stearoyl-CoA + ferrocytochrome b5 + O2 + H+ rate-limiting enzyme involved in the synthesis of monounsaturated fatty acids, which plays an important role in lipid metabolism and body weight control, overview Homo sapiens oleoyl-CoA + ferricytochrome b5 + H2O
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.19.1 SCD1
-
 Homo sapiens
1.14.19.1 stearoyl-CoA desaturase 1
-
 Homo sapiens

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.19.1 ferrocytochrome b5
-
 Homo sapiens

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.14.19.1 0.00003
-
-
 Homo sapiens 3-chloro-N-[2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]pyrazin-2-amine
1.14.19.1 0.000035
-
-
 Homo sapiens 3-([2-[4-(2-chloro-3,5-difluorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-methylpyrazine-2-carboxamide
1.14.19.1 0.000038
-
-
 Homo sapiens 3-([2-[4-(2,5-dichlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-methylpyrazine-2-carboxamide
1.14.19.1 0.000039
-
-
 Homo sapiens 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-ethylpyrazine-2-carboxamide
1.14.19.1 0.000039
-
-
 Homo sapiens methyl 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)pyrazine-2-carboxylate
1.14.19.1 0.000051
-
-
 Homo sapiens 3-([2-[4-(2-chloro-5-fluorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-methylpyrazine-2-carboxamide
1.14.19.1 0.000051
-
-
 Homo sapiens 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-methylpyrazine-2-carboxamide
1.14.19.1 0.000058
-
-
 Homo sapiens 3-([2-[4-(2-bromophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-methylpyrazine-2-carboxamide
1.14.19.1 0.00009
-
-
 Homo sapiens 3-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]pyridine-2-carboxamide
1.14.19.1 0.000094
-
-
 Homo sapiens 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)pyrazine-2-carboxamide
1.14.19.1 0.000097
-
-
 Homo sapiens N-methyl-3-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]pyridine-2-carboxamide
1.14.19.1 0.000099
-
-
 Homo sapiens 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-(pyridin-3-ylmethyl)pyrazine-2-carboxamide
1.14.19.1 0.0001
-
-
 Homo sapiens 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-(2-hydroxyethyl)pyrazine-2-carboxamide
1.14.19.1 0.0001
-
-
 Homo sapiens N-methyl-3-[[2-oxo-2-(4-[[2-(trifluoromethyl)phenyl]amino]piperidin-1-yl)ethyl]amino]pyrazine-2-carboxamide
1.14.19.1 0.00011
-
-
 Homo sapiens 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-(pyridin-2-ylmethyl)pyrazine-2-carboxamide
1.14.19.1 0.00011
-
-
 Homo sapiens 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-(pyridin-4-ylmethyl)pyrazine-2-carboxamide
1.14.19.1 0.00011
-
-
 Homo sapiens N-ethyl-3-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]pyridine-2-carboxamide
1.14.19.1 0.00012
-
-
 Homo sapiens N-(2-hydroxyethyl)-3-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]pyridine-2-carboxamide
1.14.19.1 0.00014
-
-
 Homo sapiens N-benzyl-3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)pyrazine-2-carboxamide
1.14.19.1 0.00021
-
-
 Homo sapiens 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)pyrazine-2-carbaldehyde
1.14.19.1 0.00026
-
-
 Homo sapiens N-tert-butyl-3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)pyrazine-2-carboxamide
1.14.19.1 0.00034
-
-
 Homo sapiens 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)pyrazine-2-carbonitrile
1.14.19.1 0.00035
-
-
 Homo sapiens 3-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]-N-(pyridin-4-ylmethyl)pyridine-2-carboxamide
1.14.19.1 0.00039
-
-
 Homo sapiens 3-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]-N-propylpyridine-2-carboxamide
1.14.19.1 0.00043
-
-
 Homo sapiens 3-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]-N-(pyridin-3-ylmethyl)pyridine-2-carboxamide
1.14.19.1 0.00047
-
-
 Homo sapiens 3-([2-[4-(2,3-difluorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-methylpyrazine-2-carboxamide
1.14.19.1 0.00055
-
-
 Homo sapiens 3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-phenylpyrazine-2-carboxamide
1.14.19.1 0.00056
-
-
 Homo sapiens N-benzyl-3-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)pyridine-2-carboxamide
1.14.19.1 0.00058
-
-
 Homo sapiens 2-([2-[4-(2-chlorophenoxy)piperidin-1-yl]-2-oxoethyl]amino)-N-phenylbenzamide
1.14.19.1 0.00078
-
-
 Homo sapiens 3-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]-N-(2-phenylethyl)pyridine-2-carboxamide
1.14.19.1 0.001
-
 above Homo sapiens N-methyl-2-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]pyridine-3-carboxamide
1.14.19.1 0.001
-
 above Homo sapiens N-methyl-3-[[2-oxo-2-(4-phenylpiperidin-1-yl)ethyl]amino]pyrazine-2-carboxamide
1.14.19.1 0.0063
-
-
 Homo sapiens N-methyl-3-[[2-oxo-2-(4-phenoxypiperidin-1-yl)ethyl]amino]pyrazine-2-carboxamide
1.14.19.1 0.0073
-
-
 Homo sapiens N-benzyl-6-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]pyridine-2-carboxamide
1.14.19.1 0.01
-
 above Homo sapiens 3-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]-N-pentylpyridine-2-carboxamide
1.14.19.1 0.01
-
 above Homo sapiens N,N-dimethyl-3-[(2-oxo-2-[4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl]ethyl)amino]pyridine-2-carboxamide