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Literature summary for 2.7.8.27 extracted from

  • Yukawa, T.; Nakahata, T.; Okamoto, R.; Ishichi, Y.; Miyamoto, Y.; Nishimura, S.; Oikawa, T.; Kubo, K.; Adachi, R.; Satomi, Y.; Nakakariya, M.; Amano, N.; Kamaura, M.; Matsunaga, N.
    Discovery of 1,8-naphthyridin-2-one derivative as a potent and selective sphingomyelin synthase 2 inhibitor (2020), Bioorg. Med. Chem., 28, 115376 .
    View publication on PubMed
Search for more literature for 2.7.8.27

Cloned(Commentary)

Cloned (Comment) Organism
expression in FreeStyle293 cells Homo sapiens
expression in FreeStyle293 cells Mus musculus

Inhibitors

Inhibitors Comment Organism Structure
1-methylcyclopropyl 4-(3-((3-((3,5-bis(trifluoromethyl)benzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)oxy)propyl)piperidine-1-carboxylate inhibitor of isoform SGMS2 with good selectivity against SGMS1 Homo sapiens
1-methylcyclopropyl 4-(3-((3-((3,5-bis(trifluoromethyl)benzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)oxy)propyl)piperidine-1-carboxylate
-
 Mus musculus
1-methylcyclopropyl 4-(3-((3-((3-methoxy-5-(trifluoromethyl)benzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)oxy)propyl)piperidine-1-carboxylate inhibitor of isoform SGMS2 with good selectivity against SGMS1; potent and selective inhibitor of isoform SGMS2. A repeated treatment in mice leads to significant reduction in hepatic sphingomyelin levels Homo sapiens
1-methylcyclopropyl 4-(3-((3-((3-methoxy-5-(trifluoromethyl)benzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)oxy)propyl)piperidine-1-carboxylate
-
 Mus musculus
4-(3-((3-((3,5-bis(trifluoromethyl)benzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)oxy)propyl)piperidine-1-carboxylate inhibitor of isoform SGMS2 with good selectivity against SGMS1 Homo sapiens
4-(3-((3-((3,5-bis(trifluoromethyl)benzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)oxy)propyl)piperidine-1-carboxylate
-
 Mus musculus
4-(3-(benzyloxy)pyrrolidin-1-yl)-N-(3,5-bis(trifluoromethyl)benzyl)-N,1-dimethyl-2-oxo-1,2-dihydroquinoline-3-carboxamide inhibitor of isoform SGMS2 with good selectivity against SGMS1 Homo sapiens
4-(3-(benzyloxy)pyrrolidin-1-yl)-N-(3,5-bis(trifluoromethyl)benzyl)-N,1-dimethyl-2-oxo-1,2-dihydroquinoline-3-carboxamide
-
 Mus musculus
N-(3,5-bis(trifluoromethyl)benzyl)-N,1-dimethyl-2-oxo-4-(4,4,4-trifluorobutoxy)-1,2-dihydroquinoline-3-carboxamide inhibitor of isoform SGMS2 with good selectivity against SGMS1 Homo sapiens
N-(3,5-bis(trifluoromethyl)benzyl)-N,1-dimethyl-2-oxo-4-(4,4,4-trifluorobutoxy)-1,2-dihydroquinoline-3-carboxamide
-
 Mus musculus
tert-butyl 4-(3-((3-((3,5-dimethoxybenzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)oxy)propyl)piperidine-1-carboxylate inhibitor of isoform SGMS2 with good selectivity against SGMS1 Homo sapiens
tert-butyl 4-(3-((3-((3,5-dimethoxybenzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)oxy)propyl)piperidine-1-carboxylate
-
 Mus musculus
tert-butyl 4-(3-((3-((3,5-dimethoxybenzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)oxy)propyl)piperidine-1-carboxylate inhibitor of isoform SGMS2 with good selectivity against SGMS1 Homo sapiens
tert-butyl 4-(3-((3-((3,5-dimethoxybenzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)oxy)propyl)piperidine-1-carboxylate
-
 Mus musculus

Organism

Organism UniProt Comment Textmining
Homo sapiens Q86VZ5 isoform SGMS1
-
Homo sapiens Q8NHU3 isoform SGMS2
-
Mus musculus Q9D4B1 isoform SGMS2
-

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000022
-
 pH 7.5, 23°C Mus musculus 1-methylcyclopropyl 4-(3-((3-((3-methoxy-5-(trifluoromethyl)benzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)oxy)propyl)piperidine-1-carboxylate
0.000003
-
 pH 7.5, 23°C Mus musculus 1-methylcyclopropyl 4-(3-((3-((3,5-bis(trifluoromethyl)benzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)oxy)propyl)piperidine-1-carboxylate
0.0000077
-
 pH 7.5, 23°C Mus musculus 4-(3-((3-((3,5-bis(trifluoromethyl)benzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)oxy)propyl)piperidine-1-carboxylate
0.000019
-
 pH 7.5, 23°C Mus musculus tert-butyl 4-(3-((3-((3,5-dimethoxybenzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)oxy)propyl)piperidine-1-carboxylate
0.00003
-
 pH 7.5, 23°C Homo sapiens 4-(3-((3-((3,5-bis(trifluoromethyl)benzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)oxy)propyl)piperidine-1-carboxylate
0.000032
-
 pH 7.5, 23°C Mus musculus tert-butyl 4-(3-((3-((3,5-dimethoxybenzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)oxy)propyl)piperidine-1-carboxylate
0.000045
-
 pH 7.5, 23°C Homo sapiens 1-methylcyclopropyl 4-(3-((3-((3-methoxy-5-(trifluoromethyl)benzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)oxy)propyl)piperidine-1-carboxylate
0.000047
-
 pH 7.5, 23°C Homo sapiens 1-methylcyclopropyl 4-(3-((3-((3,5-bis(trifluoromethyl)benzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)oxy)propyl)piperidine-1-carboxylate
0.000091
-
 pH 7.5, 23°C Homo sapiens tert-butyl 4-(3-((3-((3,5-dimethoxybenzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)oxy)propyl)piperidine-1-carboxylate
0.00012
-
 pH 7.5, 23°C Homo sapiens N-(3,5-bis(trifluoromethyl)benzyl)-N,1-dimethyl-2-oxo-4-(4,4,4-trifluorobutoxy)-1,2-dihydroquinoline-3-carboxamide
0.00013
-
 pH 7.5, 23°C Homo sapiens tert-butyl 4-(3-((3-((3,5-dimethoxybenzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)oxy)propyl)piperidine-1-carboxylate
0.00024
-
 pH 7.5, 23°C Mus musculus N-(3,5-bis(trifluoromethyl)benzyl)-N,1-dimethyl-2-oxo-4-(4,4,4-trifluorobutoxy)-1,2-dihydroquinoline-3-carboxamide
0.00061
-
 pH 7.5, 23°C Homo sapiens 4-(3-(benzyloxy)pyrrolidin-1-yl)-N-(3,5-bis(trifluoromethyl)benzyl)-N,1-dimethyl-2-oxo-1,2-dihydroquinoline-3-carboxamide
0.00066
-
 pH 7.5, 23°C Mus musculus 4-(3-(benzyloxy)pyrrolidin-1-yl)-N-(3,5-bis(trifluoromethyl)benzyl)-N,1-dimethyl-2-oxo-1,2-dihydroquinoline-3-carboxamide
0.00085
-
 pH 7.5, 23°C Homo sapiens 1-methylcyclopropyl 4-(3-((3-((3,5-bis(trifluoromethyl)benzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)oxy)propyl)piperidine-1-carboxylate
0.0024
-
 pH 7.5, 23°C Homo sapiens 1-methylcyclopropyl 4-(3-((3-((3-methoxy-5-(trifluoromethyl)benzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)oxy)propyl)piperidine-1-carboxylate
0.0034
-
 pH 7.5, 23°C Homo sapiens 4-(3-((3-((3,5-bis(trifluoromethyl)benzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)oxy)propyl)piperidine-1-carboxylate
0.01
-
 pH 7.5, 23°C Homo sapiens tert-butyl 4-(3-((3-((3,5-dimethoxybenzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)oxy)propyl)piperidine-1-carboxylate
0.015
-
 pH 7.5, 23°C Homo sapiens 4-(3-(benzyloxy)pyrrolidin-1-yl)-N-(3,5-bis(trifluoromethyl)benzyl)-N,1-dimethyl-2-oxo-1,2-dihydroquinoline-3-carboxamide
0.019
-
 pH 7.5, 23°C Homo sapiens tert-butyl 4-(3-((3-((3,5-dimethoxybenzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)oxy)propyl)piperidine-1-carboxylate
0.025
-
 pH 7.5, 23°C Homo sapiens N-(3,5-bis(trifluoromethyl)benzyl)-N,1-dimethyl-2-oxo-4-(4,4,4-trifluorobutoxy)-1,2-dihydroquinoline-3-carboxamide