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Literature summary for 1.14.13.9 extracted from

  • Tsuboi, K.; Kimura, H.; Nakatsuji, Y.; Kassai, M.; Deai, Y.; Isobe, Y.
    Discovery of N-(6-(5-fluoro-2-(piperidin-1-yl)phenyl)pyridazin-3-yl)-1-(tetrahydro-2H-pyran-4-yl)methanesulfonamide as a brain-permeable and metabolically stable kynurenine monooxygenase inhibitor (2021), Bioorg. Med. Chem. Lett., 44, 128115 .
    View publication on PubMed
Search for more literature for 1.14.13.9

Inhibitors

Inhibitors Comment Organism Structure
(6-chloro-5,7-dimethyl-3-oxo-2,3-dihydro-4H-1,4-benzoxazin-4-yl)acetic acid KMO-inhibitor 1 Homo sapiens
1-cyclopentyl-N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)methanesulfonamide
-
 Homo sapiens
2,2,2-trifluoro-N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)ethane-1-sulfonamide
-
 Homo sapiens
2-(3,4-dichlorobenzoyl)cyclopropane-1-carboxylic acid
-
 Homo sapiens
3,4-dimethoxy-N-[4-(3-nitrophenyl)-1,3-thiazol-2-yl]benzene-1-sulfonamide Ro 61-8048 Homo sapiens
3,4-dimethoxy-N-[5-(3-nitrophenyl)-4-[(piperidin-1-yl)methyl]-1,3-thiazol-2-yl]benzene-1-sulfonamide JM-6 Homo sapiens
3-(5-chloro-6-[(1R)-1-(pyridin-2-yl)ethoxy]-1,2-benzoxazol-3-yl)propanoic acid GSK-065 Homo sapiens
4-methyl-N-(6-[2-(piperidin-1-yl)phenyl]pyridazin-3-yl)benzene-1-sulfonamide permeable and strong KMO inhibitor Homo sapiens
6-[4-chloro-3-(cyclopropyloxy)phenyl]pyrimidine-4-carboxylic acid CHDI-340246 Homo sapiens
additional information pyridazine derivatives as KMO inhibitors, structure-activity relationship, overview Homo sapiens
additional information pyridazine derivatives as KMO inhibitors, structure-activity relationship, overview Mus musculus
N-(6-(5-fluoro-2-(piperidin-1-yl)phenyl)pyridazin-3-yl)-1-(tetrahydro-2H-pyran-4-yl)methanesulfonamide a brain-permeable and metabolically stable kynurenine monooxygenase inhibitor. The compound exhibits high brain permeability and a long-lasting pharmacokinetics profile in monkeys. Enzyme inhibition leads to production of neuroprotective kynurenic acid in the brain Homo sapiens
N-(6-(5-fluoro-2-(piperidin-1-yl)phenyl)pyridazin-3-yl)-1-(tetrahydro-2H-pyran-4-yl)methanesulfonamide a brain-permeable and metabolically stable kynurenine monooxygenase inhibitor. The compound exhibits high brain permeability and a long-lasting pharmacokinetics profile in monkeys, and neuroprotective kynurenic acid is increased by a single administration of the inhibitor in R6/2 mouse brain Mus musculus
N-(6-[2-fluoro-6-(piperidin-1-yl)phenyl]pyridazin-3-yl)-4-methylbenzene-1-sulfonamide
-
 Homo sapiens
N-(6-[3-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)-4-methylbenzene-1-sulfonamide
-
 Homo sapiens
N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)-1-(oxan-2-yl)methanesulfonamide
-
 Homo sapiens
N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)-1-(oxan-3-yl)methanesulfonamide
-
 Homo sapiens
N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)-1-(oxan-4-yl)methanesulfonamide
-
 Homo sapiens
N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)-1-(oxolan-2-yl)methanesulfonamide
-
 Homo sapiens
N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)-2-methoxyethane-1-sulfonamide
-
 Homo sapiens
N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)-3-methoxypropane-1-sulfonamide
-
 Homo sapiens
N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)-4-methylbenzene-1-sulfonamide
-
 Homo sapiens
N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)butane-2-sulfonamide
-
 Homo sapiens
N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)ethanesulfonamide
-
 Homo sapiens
N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)propane-1-sulfonamide
-
 Homo sapiens
N-(6-[5-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)-4-methylbenzene-1-sulfonamide
-
 Homo sapiens

Localization

Localization Comment Organism GeneOntology No. Textmining
membrane
-
 Homo sapiens 16020
-
membrane
-
 Mus musculus 16020
-
microsome
-
 Homo sapiens
-
-
microsome
-
 Mus musculus
-
-

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
L-kynurenine + NADPH + H+ + O2 Homo sapiens
-
 3-hydroxy-L-kynurenine + NADP+ + H2O
-
 ?
L-kynurenine + NADPH + H+ + O2 Mus musculus
-
 3-hydroxy-L-kynurenine + NADP+ + H2O
-
 ?

Organism

Organism UniProt Comment Textmining
Homo sapiens O15229
-
-
Mus musculus Q91WN4
-
-

Source Tissue

Source Tissue Comment Organism Textmining
brain
-
 Homo sapiens
-
brain
-
 Mus musculus
-
liver
-
 Homo sapiens
-
liver
-
 Mus musculus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
L-kynurenine + NADPH + H+ + O2
-
 Homo sapiens 3-hydroxy-L-kynurenine + NADP+ + H2O
-
 ?
L-kynurenine + NADPH + H+ + O2
-
 Mus musculus 3-hydroxy-L-kynurenine + NADP+ + H2O
-
 ?

Synonyms

Synonyms Comment Organism
KMO
-
 Homo sapiens
KMO
-
 Mus musculus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
 assay at Homo sapiens
37
-
 assay at Mus musculus

Cofactor

Cofactor Comment Organism Structure
FAD
-
 Homo sapiens
FAD
-
 Mus musculus
NADPH
-
 Homo sapiens
NADPH
-
 Mus musculus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000005
-
 pH not specified in the publication, 37°C Homo sapiens 6-[4-chloro-3-(cyclopropyloxy)phenyl]pyrimidine-4-carboxylic acid
0.0000023
-
 pH not specified in the publication, 37°C Homo sapiens 3-(5-chloro-6-[(1R)-1-(pyridin-2-yl)ethoxy]-1,2-benzoxazol-3-yl)propanoic acid
0.0000024
-
 pH not specified in the publication, 37°C Homo sapiens 4-methyl-N-(6-[2-(piperidin-1-yl)phenyl]pyridazin-3-yl)benzene-1-sulfonamide
0.0000042
-
 pH not specified in the publication, 37°C Homo sapiens N-(6-[5-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)-4-methylbenzene-1-sulfonamide
0.0000061
-
 pH not specified in the publication, 37°C Homo sapiens N-(6-[2-fluoro-6-(piperidin-1-yl)phenyl]pyridazin-3-yl)-4-methylbenzene-1-sulfonamide
0.0000091
-
 pH not specified in the publication, 37°C Homo sapiens N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)-4-methylbenzene-1-sulfonamide
0.0000128
-
 pH not specified in the publication, 37°C Homo sapiens N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)-1-(oxan-4-yl)methanesulfonamide
0.0000179
-
 pH not specified in the publication, 37°C Homo sapiens N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)-1-(oxan-3-yl)methanesulfonamide
0.0000272
-
 pH not specified in the publication, 37°C Homo sapiens N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)butane-2-sulfonamide
0.0000286
-
 pH not specified in the publication, 37°C Homo sapiens 1-cyclopentyl-N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)methanesulfonamide
0.000034
-
 pH not specified in the publication, 37°C Homo sapiens 3,4-dimethoxy-N-[4-(3-nitrophenyl)-1,3-thiazol-2-yl]benzene-1-sulfonamide
0.0000341
-
 pH not specified in the publication, 37°C Homo sapiens N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)-1-(oxan-2-yl)methanesulfonamide
0.0000371
-
 pH not specified in the publication, 37°C Homo sapiens N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)propane-1-sulfonamide
0.0000387
-
 pH not specified in the publication, 37°C Homo sapiens 2,2,2-trifluoro-N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)ethane-1-sulfonamide
0.000041
-
 pH not specified in the publication, 37°C Homo sapiens N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)-1-(oxolan-2-yl)methanesulfonamide
0.0000616
-
 pH not specified in the publication, 37°C Homo sapiens N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)-3-methoxypropane-1-sulfonamide
0.0000839
-
 pH not specified in the publication, 37°C Homo sapiens N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)-2-methoxyethane-1-sulfonamide
0.000116
-
 pH not specified in the publication, 37°C Homo sapiens N-(6-[4-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)ethanesulfonamide
0.02
-
 pH not specified in the publication, 37°C Homo sapiens 3,4-dimethoxy-N-[5-(3-nitrophenyl)-4-[(piperidin-1-yl)methyl]-1,3-thiazol-2-yl]benzene-1-sulfonamide
0.02
-
 pH not specified in the publication, 37°C Homo sapiens N-(6-[3-fluoro-2-(piperidin-1-yl)phenyl]pyridazin-3-yl)-4-methylbenzene-1-sulfonamide