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Literature summary extracted from

  • Ji, Q.; Ge, Z.; Ge, Z.; Chen, K.; Wu, H.; Liu, X.; Huang, Y.; Yuan, L.; Yang, X.; Liao, F.
    Synthesis and biological evaluation of novel phosphoramidate derivatives of coumarin as chitin synthase inhibitors and antifungal agents (2016), Eur. J. Med. Chem., 108, 166-176.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.4.1.16 methyl 2-((2-(methyl(2-oxo-2H-chromen-4-yl)amino)ethoxy) (phenoxy)phosphorylamino)-3-phenylpropanoate
-
 Candida tropicalis
2.4.1.16 methyl 2-((2-(methyl(2-oxo-2H-chromen-4-yl)amino)ethoxy) (phenoxy)phosphorylamino)acetate
-
 Candida tropicalis
2.4.1.16 methyl 2-((2-(methyl(2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)propanoate
-
 Candida tropicalis
2.4.1.16 methyl 2-((2-(methyl(6-methyl-2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)-3-phenylpropanoate
-
 Candida tropicalis
2.4.1.16 methyl 2-((2-(methyl(6-methyl-2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)acetate
-
 Candida tropicalis
2.4.1.16 methyl 2-((2-(methyl(6-methyl-2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)propanoate
-
 Candida tropicalis
2.4.1.16 methyl 2-((2-(methyl(6-tert-butyl-2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)-3-phenylpropanoate a noncompetitive inhibitor against chitin synthase Candida tropicalis
2.4.1.16 methyl 2-((2-(methyl(6-tert-butyl-2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)acetate
-
 Candida tropicalis
2.4.1.16 methyl 2-((2-(methyl(6-tert-butyl-2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)propanoate
-
 Candida tropicalis
2.4.1.16 methyl 2-((2-(methyl(7-methyl-2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)-3-phenylpropanoate
-
 Candida tropicalis
2.4.1.16 methyl 2-((2-(methyl(7-methyl-2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)-acetate
-
 Candida tropicalis
2.4.1.16 methyl 2-((2-(methyl(7-methyl-2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)propanoate
-
 Candida tropicalis
2.4.1.16 methyl 2-((2-(methyl(8-methyl-2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)-3-phenylpropanoate
-
 Candida tropicalis
2.4.1.16 methyl 2-((2-(methyl(8-methyl-2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)-acetate}
-
 Candida tropicalis
2.4.1.16 methyl 2-((2-(methyl(8-methyl-2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)propanoate
-
 Candida tropicalis
2.4.1.16 methyl 3-methyl-2-((2-(methyl(2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)butanoate
-
 Candida tropicalis
2.4.1.16 methyl 3-methyl-2-((2-(methyl(6-methyl-2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)butanoate
-
 Candida tropicalis
2.4.1.16 methyl 3-methyl-2-((2-(methyl(6-tert-butyl-2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)butanoate
-
 Candida tropicalis
2.4.1.16 methyl 3-methyl-2-((2-(methyl(7-methyl-2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)butanoate
-
 Candida tropicalis
2.4.1.16 methyl 3-methyl-2-((2-(methyl(8-methyl-2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)butanoate
-
 Candida tropicalis
2.4.1.16 additional information synthesis and biological evaluation of phosphoramidate derivatives of coumarin as chitin synthase inhibitors and antifungal agents, overview Candida tropicalis
2.4.1.16 nikkomycin Z
-
 Candida tropicalis
2.4.1.16 Polyoxin B
-
 Candida tropicalis

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.4.1.16 additional information
-
 additional information Michaelis-Menten kinetics Candida tropicalis
2.4.1.16 3.86
-
 UDP-N-acetyl-alpha-D-glucosamine pH 7.5, 37°C Candida tropicalis

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.4.1.16 UDP-N-acetyl-alpha-D-glucosamine + [1,4-(N-acetyl-beta-D-glucosaminyl)]n Candida tropicalis
-
 UDP + [1,4-(N-acetyl-beta-D-glucosaminyl)]n+1
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.4.1.16 Candida tropicalis
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.4.1.16 UDP-N-acetyl-alpha-D-glucosamine + [1,4-(N-acetyl-beta-D-glucosaminyl)]n
-
 Candida tropicalis UDP + [1,4-(N-acetyl-beta-D-glucosaminyl)]n+1
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.4.1.16 CHS
-
 Candida tropicalis

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.4.1.16 37
-
 assay at Candida tropicalis

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.4.1.16 7.5
-
 assay at Candida tropicalis

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
2.4.1.16 0.096
-
 methyl 2-((2-(methyl(6-tert-butyl-2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)-3-phenylpropanoate pH 7.5, 37°C Candida tropicalis

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
2.4.1.16 0.08
-
 pH 7.5, 37°C Candida tropicalis methyl 2-((2-(methyl(6-tert-butyl-2-oxo-2H-chromen-4-yl)amino)ethoxy)(phenoxy)phosphorylamino)-3-phenylpropanoate
2.4.1.16 0.16
-
 pH 7.5, 37°C Candida tropicalis Polyoxin B