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Literature summary for 2.7.1.3 extracted from

  • Huard, K.; Ahn, K.; Amor, P.; Beebe, D.A.; Borzilleri, K.A.; Chrunyk, B.A.; Coffey, S.B.; Cong, Y.; Conn, E.L.; Culp, J.S.; Dowling, M.S.; Gorgoglione, M.F.; Gutierrez, J.A.; Knafels, J.D.; Lachapelle, E.A.; Pandit, J.; Parris, K.D.; Perez, S.; Pfefferkorn, J.A.; Price, D.A.; Raymer, B.; Ross, T.T.; Shavnya, A.
    Discovery of fragment-derived small molecules for in vivo inhibition of ketohexokinase (KHK) (2017), J. Med. Chem., 60, 7835-7849 .
    View publication on PubMed
Search for more literature for 2.7.1.3

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Homo sapiens
expression in Escherichia coli Rattus norvegicus

Crystallization (Commentary)

Crystallization (Comment) Organism
-
 Homo sapiens
-
 Rattus norvegicus

Inhibitors

Inhibitors Comment Organism Structure
2-ethyl-7-(3-hydroxy-3-methylpyrrolidin-1-yl)-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile
-
 Homo sapiens
3-(trifluoromethyl)quinoxalin-2(1H)-one
-
 Homo sapiens
4,6-dimethyl-2-(morpholin-4-yl)pyridine-3-carbonitrile
-
 Homo sapiens
6-[(3S,4S)-3,4-dihydroxypyrrolidin-1-yl]-2-[(3S)-3-hydroxy-3-methylpyrrolidin-1-yl]-4-(trifluoromethyl)pyridine-3-carbonitrile nonbasic moderately potent and highly selective ketohexokinase inhibitor Homo sapiens
6-[(3S,4S)-3,4-dihydroxypyrrolidin-1-yl]-2-[(3S)-3-hydroxy-3-methylpyrrolidin-1-yl]-4-(trifluoromethyl)pyridine-3-carbonitrile nonbasic moderately potent and highly selective ketohexokinase inhibitor with favorable ADME and safety profiles and good exposure in rats Rattus norvegicus
6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-[(3S)-3-hydroxy-3-methylpyrrolidin-1-yl]-4-(trifluoromethyl)pyridine-3-carbonitrile
-
 Homo sapiens
6-[4-(2-hydroxyethyl)piperazin-1-yl]-4-[3-(hydroxymethyl)piperidin-1-yl]-2-(trifluoromethyl)pyridine-3-carbonitrile
-
 Homo sapiens
7-[(3R)-3-hydroxy-3-methylpyrrolidin-1-yl]-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile
-
 Homo sapiens
7-[(3S)-3-hydroxy-3-methylpyrrolidin-1-yl]-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile
-
 Homo sapiens
7-[(3S)-3-hydroxy-3-methylpyrrolidin-1-yl]-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile
-
 Rattus norvegicus
[(3R)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-3-yl]methanol
-
 Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens P50053
-
-
Rattus norvegicus Q02974
-
-

Purification (Commentary)

Purification (Comment) Organism
-
 Homo sapiens
-
 Rattus norvegicus

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
ATP + D-fructose
-
 Homo sapiens ADP + D-fructose 1-phosphate
-
 ?
ATP + D-fructose
-
 Rattus norvegicus ADP + D-fructose 1-phosphate
-
 ?

Synonyms

Synonyms Comment Organism
KHK
-
 Homo sapiens
KHK
-
 Rattus norvegicus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00039
-
 23°C, pH 7.4, splice variant KHK-A Homo sapiens 6-[(3S,4S)-3,4-dihydroxypyrrolidin-1-yl]-2-[(3S)-3-hydroxy-3-methylpyrrolidin-1-yl]-4-(trifluoromethyl)pyridine-3-carbonitrile
0.00045
-
 23°C, pH 7.4, splice variant KHK-C Homo sapiens 6-[(3S,4S)-3,4-dihydroxypyrrolidin-1-yl]-2-[(3S)-3-hydroxy-3-methylpyrrolidin-1-yl]-4-(trifluoromethyl)pyridine-3-carbonitrile
0.00064
-
 23°C, pH 7.4 Rattus norvegicus 7-[(3S)-3-hydroxy-3-methylpyrrolidin-1-yl]-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile
0.00067
-
 23°C, pH 7.4 Homo sapiens 7-[(3S)-3-hydroxy-3-methylpyrrolidin-1-yl]-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile
0.00103
-
 23°C, pH 7.4 Homo sapiens 6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-[(3S)-3-hydroxy-3-methylpyrrolidin-1-yl]-4-(trifluoromethyl)pyridine-3-carbonitrile
0.00148
-
 23°C, pH 7.4 Homo sapiens 2-ethyl-7-(3-hydroxy-3-methylpyrrolidin-1-yl)-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile
0.01679
-
 23°C, pH 7.4 Homo sapiens 6-[4-(2-hydroxyethyl)piperazin-1-yl]-4-[3-(hydroxymethyl)piperidin-1-yl]-2-(trifluoromethyl)pyridine-3-carbonitrile
0.02421
-
 23°C, pH 7.4 Homo sapiens 7-[(3R)-3-hydroxy-3-methylpyrrolidin-1-yl]-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile
0.1
-
 23°C, pH 7.4 Homo sapiens 3-(trifluoromethyl)quinoxalin-2(1H)-one
0.118
-
 23°C, pH 7.4 Homo sapiens [(3R)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-3-yl]methanol
0.319
-
 23°C, pH 7.4 Homo sapiens 4,6-dimethyl-2-(morpholin-4-yl)pyridine-3-carbonitrile

General Information

General Information Comment Organism
metabolism increased fructose consumption and its subsequent metabolism are implicated in hepatic steatosis, dyslipidemia, obesity, and insulin resistance Homo sapiens
metabolism increased fructose consumption and its subsequent metabolism are implicated in hepatic steatosis, dyslipidemia, obesity, and insulin resistance Rattus norvegicus