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Literature summary for 2.7.8.27 extracted from

  • Adachi, R.; Ogawa, K.; Matsumoto, S.; Satou, T.; Tanaka, Y.; Sakamoto, J.; Nakahata, T.; Okamoto, R.; Kamaura, M.; Kawamoto, T.
    Discovery and characterization of selective human sphingomyelin synthase 2 inhibitors (2017), Eur. J. Med. Chem., 136, 283-293 .
    View publication on PubMed
Search for more literature for 2.7.8.27

Application

Application Comment Organism
analysis development of a high-throughput screening assay Homo sapiens

Cloned(Commentary)

Cloned (Comment) Organism
expression in FreeStyle 293 cells Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
1-methylcyclopropyl 4-(3-((3-((3,5-bis(trifluoromethyl)benzyl)(methyl)carbamoyl)-1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)oxy)propyl)piperidine-1-carboxylate 150fold selectivity for isoform SGMS2 over SGMS1; 150fold selectivity for isoform SGMS2 over SGMS1. The interaction with SGMS2 requires the presence of the amino acids S227 and H229, which are located in the catalytic domain of SMS2 Homo sapiens
N-(3,5-bis(trifluoromethyl)benzyl)-N,1-dimethyl-2-oxo-4-((2-phenylpyridin-4-yl)methoxy)-1,2-dihydroquinoline-3-carboxamide 880fold selectivity for isoform SGMS2 over SGMS1; 880fold selectivity for isoform SGMS2 over SGMS1 Homo sapiens
N-(3,5-bis(trifluoromethyl)benzyl)-N,1-dimethyl-2-oxo-4-(pyrrolidin-1-yl)-1,2-dihydroquinoline-3-carboxamide more than 100fold selectivity for isoform SGMS2 over SGMS1; more than 100fold selectivity for isoform SGMS2 over SGMS1 Homo sapiens
tricyclodecane-9-yl xanthogenate i.e. D609; i.e. D609 Homo sapiens

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.00031
-
 C17-ceramide pH 7.5, 23°C Homo sapiens

Organism

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

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
C17-ceramide + 1,2-dimyristoyl-rac-glycero-3-phosphocholine
-
 Homo sapiens C17-sphingomyelin + 1,2-dimyristoyl-rac-glycerol
-
 ?

Synonyms

Synonyms Comment Organism
SGMS1
-
 Homo sapiens
Sgms2
-
 Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000065
-
 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-dihydroquinolin-4-yl)oxy)propyl)piperidine-1-carboxylate
0.000016
-
 pH 7.5, 23°C Homo sapiens N-(3,5-bis(trifluoromethyl)benzyl)-N,1-dimethyl-2-oxo-4-((2-phenylpyridin-4-yl)methoxy)-1,2-dihydroquinoline-3-carboxamide
0.00095
-
 pH 7.5, 23°C Homo sapiens N-(3,5-bis(trifluoromethyl)benzyl)-N,1-dimethyl-2-oxo-4-(pyrrolidin-1-yl)-1,2-dihydroquinoline-3-carboxamide
0.001
-
 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-dihydroquinolin-4-yl)oxy)propyl)piperidine-1-carboxylate
0.014
-
 pH 7.5, 23°C Homo sapiens N-(3,5-bis(trifluoromethyl)benzyl)-N,1-dimethyl-2-oxo-4-((2-phenylpyridin-4-yl)methoxy)-1,2-dihydroquinoline-3-carboxamide
0.056
-
 pH 7.5, 23°C Homo sapiens tricyclodecane-9-yl xanthogenate