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2-acetamido-2-deoxy-N-([4-[(2,4-dichlorobenzamido)methyl]-1H-1,2,3-triazol-1-yl]acetyl)-beta-D-glucopyranosylamine
54.5% inhibition at 0.1 mM
2-acetamido-2-deoxy-N-([4-[(2,6-dichlorobenzamido)methyl]-1H-1,2,3-triazol-1-yl]acetyl)-beta-D-glucopyranosylamine
23.5% inhibition at 0.1 mM
2-acetamido-2-deoxy-N-([4-[(2-fluorobenzamido)methyl]-1H-1,2,3-triazol-1-yl]acetyl)-beta-D-glucopyranosylamine
19.9% inhibition at 0.1 mM
2-acetamido-2-deoxy-N-([4-[(2-hydroxybenzamido)methyl]-1H-1,2,3-triazol-1-yl]acetyl)-beta-D-glucopyranosylamine
19.3% inhibition at 0.1 mM
2-acetamido-2-deoxy-N-([4-[(2-methoxybenzamido)methyl]-1H-1,2,3-triazol-1-yl]acetyl)-alpha-D-glucopyranosylamine
32% inhibition at 0.1 mM
2-acetamido-2-deoxy-N-([4-[(2-nitrobenzamido)methyl]-1H-1,2,3-triazol-1-yl]acetyl)-beta-D-glucopyranosylamine
21% inhibition at 0.1 mM
2-acetamido-2-deoxy-N-([4-[(3-fluorobenzamido)methyl]-1H-1,2,3-triazol-1-yl]acetyl)-beta-D-glucopyranosylamine
19.8% inhibition at 0.1 mM
2-acetamido-2-deoxy-N-([4-[(3-hydroxybenzamido)methyl]-1H-1,2,3-triazol-1-yl]acetyl)-beta-D-glucopyranosylamine
17.6% inhibition at 0.1 mM
2-acetamido-2-deoxy-N-([4-[(3-methoxybenzamido)methyl]-1H-1,2,3-triazol-1-yl]acetyl)-beta-D-glucopyranosylamine
17.4% inhibition at 0.1 mM
2-acetamido-2-deoxy-N-([4-[(3-nitrobenzamido)methyl]-1H-1,2,3-triazol-1-yl]acetyl)-beta-D-glucopyranosylamine
24.5% inhibition at 0.1 mM
2-acetamido-2-deoxy-N-([4-[(4-fluorobenzamido)methyl]-1H-1,2,3-triazol-1-yl]acetyl)-beta-D-glucopyranosylamine
24.3% inhibition at 0.1 mM
2-acetamido-2-deoxy-N-([4-[(4-nitrobenzamido)methyl]-1H-1,2,3-triazol-1-yl]acetyl)-beta-D-glucopyranosylamine
17.8% inhibition at 0.1 mM
2-acetamido-2-deoxy-N-[(4-[[2-(trifluoromethyl)benzamido]methyl]-1H-1,2,3-triazol-1-yl)acetyl]-beta-D-glucopyranosylamine
22.6% inhibition at 0.1 mM
2-acetamido-N-([4-[(2-amino-3-methylbenzamido)methyl]-1H-1,2,3-triazol-1-yl]acetyl)-2-deoxy-beta-D-glucopyranosylamine
13.6% inhibition at 0.1 mM
2-acetamido-N-([4-[(2-chlorobenzamido)methyl]-1H-1,2,3-triazol-1-yl]acetyl)-2-deoxy-beta-D-glucopyranosylamine
9.8% inhibition at 0.1 mM
2-acetamido-N-([4-[(3-aminobenzamido)methyl]-1H-1,2,3-triazol-1-yl]acetyl)-2-deoxy-beta-D-glucopyranosylamine
16.6% inhibition at 0.1 mM
2-acetamido-N-([4-[(3-chlorobenzamido)methyl]-1H-1,2,3-triazol-1-yl]acetyl)-2-deoxy-beta-D-glucopyranosylamine
15.7% inhibition at 0.1 mM
2-acetamido-N-([4-[(4-chlorobenzamido)methyl]-1H-1,2,3-triazol-1-yl]acetyl)-2-deoxy-beta-D-glucopyranosylamine
23.4% inhibition at 0.1 mM
2-acetamido-N-[(4-[[([1,1'-biphenyl]-3-carbonyl)amino]methyl]-1H-1,2,3-triazol-1-yl)acetyl]-2-deoxy-beta-D-glucopyranosylamine
44.1% inhibition at 0.1 mM
2-acetamido-N-[(4-[[([1,1'-biphenyl]-4-carbonyl)amino]methyl]-1H-1,2,3-triazol-1-yl)acetyl]-2-deoxy-beta-D-glucopyranosylamine
17.6% inhibition at 0.1 mM
2-acetamido-N-[(4-[[4-chloro-2-(propan-2-yl)benzamido]methyl]-1H-1,2,3-triazol-1-yl)acetyl]-2-deoxy-beta-D-glucopyranosylamine
31.1% inhibition at 0.1 mM
2-amino-1H-benzo[de]isoquinoline-1,3(2H)-dione
28.1% inhibition at 0.1 mM
2-[(2-acetamido-2-deoxy-beta-D-glucopyranosyl)thio]-N-(81-[5-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)pentyl]-1H-1,2,3-triazol-4-yl]methyl)acetamide
82.8% inhibition at 0.1 mM
2-[(2-acetamido-2-deoxy-beta-D-glucopyranosyl)thio]-N-([1-[3-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)propyl]-1H-1,2,3-triazol-4-yl]methyl)acetamide
83.6% inhibition at 0.1 mM
2-[(2-acetamido-2-deoxy-beta-D-glucopyranosyl)thio]-N-([1-[4-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)butyl]-1H-1,2,3-triazol-4-yl]methyl)acetamide
86.2% inhibition at 0.1 mM
2-[[1-[(2-acetamido-beta-D-glucopyranosylthiomethyl)-1H-1,2,3-triazol-4-yl]methyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione
17.9% inhibition at 0.1 mM
2-[[1-[2-[(2-acetamido-beta-D-glucopyranosyl)thio]ethyl]-1H-1,2,3-triazol-4-yl]methyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione
84% inhibition at 0.1 mM
2-[[1-[3-[(2-acetamido-beta-D-glucopyranosyl)thio]propyl]-1H-1,2,3-triazol-4-yl]methyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione
81.6% inhibition at 0.1 mM
2-[[1-[4-[(2-acetamido-beta-D-glucopyranosyl)thio]butyl]-1H-1,2,3-triazol-4-yl]methyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione
89.9% inhibition at 0.1 mM
2-[[1-[5-[(2-acetamido-beta-D-glucopyranosyl)thio]pentyl]-1H-1,2,3-triazol-4-yl]methyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione
91.9% inhibition at 0.1 mM
2-[[1-[6-[(2-acetamido-beta-D-glucopyranosyl)thio]hexyl]-1H-1,2,3-triazol-4-yl]methyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione
93.2% inhibition at 0.1 mM
allyl ((1-(2-((2-acetamido-2-deoxy-beta-D-glucopyrano-syl)amino)-2-oxoethyl)-1H-1,2,3-triazol-4-yl)methyl)carbamate
25.7% inhibition at 0.1 mM
LOGNAc
i.e. 2-acetamido-2-deoxy-D-gluconhydroximo-1,5-lactone
N-((1-(2-((2-acetamido-2-deoxy-beta-D-glucopyranosyl)amino)-2-oxoethyl)-1H-1,2,3-triazol-4-yl)methyl)benzamide
29.2% inhibition at 0.1 mM
N-((1-(2-((2-acetamido-2-deoxy-beta-D-glucopyranosyl)amino)-2-oxoethyl)-1H-1,2,3-triazol-4-yl)methyl)picolinamide
22.6% inhibition at 0.1 mM
N-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)-2-[(2-acetamido-beta-D-glucopyranosyl)thio]acetamide
24.9% inhibition at 0.1 mM
N-[2-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)ethyl]-2-[(2-acetamido-beta-D-glucopyranosyl) thio]acetamide
18.4% inhibition at 0.1 mM
N-[2-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)ethyl]-2-[(2-acetamido-beta-D-glucopyranosyl)thio]acetamide
18.4% inhibition at 0.1 mM
N-[2-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)ethyl]-3-[(2-acetamido-beta-D-glucopyranosyl)thio]propanamide
25.8% inhibition at 0.1 mM
N-[3-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)propyl]-2-[(2-acetamido-beta-D-glucopyranosyl)thio]acetamide
29.2% inhibition at 0.1 mM
N-[3-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)propyl]-3-[(2-acetamido-beta-D-glucopyranosyl)thio]propanamide
25.3% inhibition at 0.1 mM
N-[4-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)butyl]-2-[(2-acetamido-beta-D-glucopyranosyl)thio]acetamide
29.1% inhibition at 0.1 mM
N-[4-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)butyl]-3-[(2-acetamido-beta-D-glucopyranosyl)thio]propanamide
26.9% inhibition at 0.1 mM
N-[[1-[2-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)ethyl]-1H-1,2,3-triazol-4-yl]methyl]-2-(2-acetamido-beta-D-glucopyranosylthio)acetamide
81.4% inhibition at 0.1 mM
(2Z)-2-[(2E)-[(naphthalen-1-yl)methylidene]hydrazinylidene]-3-(2-phenoxyethyl)-1,3-thiazolidin-4-one
-
56.4% inhibition at 0.1 mM
(Z)-2-(((E)-benzylidene)hydrazono)-3-((benzyloxy)methyl)thiazolidin-4-one
(Z)-2-(((E)-benzylidene)hydrazono)-3-(2-phenoxyethyl)thiazolidin-4-one
-
79.4% inhibition at 0.01 mM
(Z)-2-(((E)-naphthalen-1-ylmethylene)hydrazono)-3-(2-phenoxyethyl) thiazolidin-4-one
-
56.4% inhibition at 0.01 mM
(Z)-2-(((E)-naphthalen-1-ylmethylene)hydrazono)-3-(2-phenoxyethyl)thiazolidin-4-one
-
35.5% inhibition at 0.01 mM
(Z)-2-(((E)-naphthalen-1-ylmethylene)hydrazono)-3-(prop-2-yn-1-yl) thiazolidin-4-one
-
8.8% inhibition at 0.1 mM
(Z)-2-(((E)-naphthalen-1-ylmethylene)hydrazono)-3-(prop-2-yn-1-yl)thiazolidin-4-one
-
8.8% inhibition at 0.1 mM
(Z)-3-((2-chlorothiazol-5-yl)methyl)-2-(((E)-naphthalen-1-ylmethylene)hydrazono) thiazolidin-4-one
-
39% inhibition at 0.1 mM
(Z)-3-((2-chlorothiazol-5-yl)methyl)-2-(((E)-naphthalen-1-ylmethylene)hydrazono)thiazolidin-4-one
-
39% inhibition at 0.1 mM
(Z)-3-((3,5-dimethylisoxazol-4-yl)methyl)-2-(((E)-naphthalen-1-ylmethylene)hydrazono) thiazolidin-4-one
-
34.5% inhibition at 0.1 mM
(Z)-3-((3,5-dimethylisoxazol-4-yl)methyl)-2-(((E)-naphthalen-1-ylmethylene)hydrazono)thiazolidin-4-one
-
34.5% inhibition at 0.1 mM
(Z)-3-((benzyloxy)methyl)-2-(((E)-(4-bromo naphthalen-1-yl)methylene)hydrazono) thiazolidin-4-one
-
43.7% inhibition at 0.01 mM
(Z)-3-((benzyloxy)methyl)-2-(((E)-(4-bromonaphthalen-1-yl)methylene)hydrazono)thiazolidin-4-one
-
43.7% inhibition at 0.1 mM
(Z)-3-((benzyloxy)methyl)-2-(((E)-4-(dimethylamino)benzylidene)hydrazono)thiazolidin-4-one
(Z)-3-((benzyloxy)methyl)-2-(((E)-naphthalen-1-ylmethylene)hydrazono) thiazolidin-4-one
-
85.9% inhibition at 0.1 mM, 35.5% inhibition at 0.01 mM
(Z)-3-((benzyloxy)methyl)-2-(((E)-naphthalen-1-ylmethylene)hydrazono)thiazolidin-4-one
-
85.9% inhibition at 0.1 mM
(Z)-3-((benzyloxy)methyl)-2-(((E)-naphthalen-2-ylmethylene)hydrazono)thiazolidin-4-one
(Z)-3-(4-chlorobenzyl)-2-(((E)-naphthalen-1-yl methylene)hydrazono)thiazolidin-4-one
-
53.2% inhibition at 0.1 mM
(Z)-3-(4-fluorobenzyl)-2-(((E)-naphthalen-1-yl methylene)hydrazono)thiazolidin-4-one
-
41.7% inhibition at 0.1 mM
(Z)-3-(cyclobutylmethyl)-2-(((E)-naphthalen-1-ylmethylene)hydrazono)thiazolidin-4-one
-
9.0% inhibition at 0.1 mM
(Z)-3-(cyclopropylmethyl)-2-(((E)-naphthalen-1-ylmethylene)hydrazono)thiazolidin-4-one
-
1.0% inhibition at 0.1 mM
(Z)-3-allyl-2-(((E)-naphthalen-1-ylmethylene) hydrazono)thiazolidin-4-one
-
21.9% inhibition at 0.1 mM
(Z)-3-ethyl-2-(((E)-naphthalen-1-ylmethylene) hydrazono)thiazolidin-4-one
-
28.1% inhibition at 0.1 mM
2-deoxy-2-(trimethylammonio)-beta-D-glucopyranosyl-(1->4)-2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1->4)-2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1->4)-2-(acetylamino)-2-deoxy-D-glucopyranose
-
natural selective inhibitor, contains 3 GlcNAc residues
2-trimethylammonium-2-deoxy-beta-D-glucopyranosyl-(1,4)-2-acetamino-2-deoxy-beta-D-glucopyranosyl-(1,4)-2-acetamino-2-deoxy-beta-D-glucopyranosyl-(1,4)-2-acetamino-2-deoxy-beta-D-glucopyranosyl-(1,4)-2-acetamino-2-deoxy-D-glucopyranose
-
-
2-trimethylammonium-2-deoxy-beta-D-glucopyranosyl-(1,4)-2-acetamino-2-deoxy-beta-D-glucopyranosyl-(1,4)-2-acetamino-2-deoxy-D-glucopyranose
-
-
6-(dimethylamino)-2-(2-([(5-methyl-1,3,4-thiadiazol-2-yl)methyl]amino)ethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione
-
95.9% inhibition at 0.1 mM
p-methoxyphenyl 2-trimethylammonium-2-deoxy-beta-D-glucopyranosyl-(1,4)-2-acetamino-2-deoxy-beta-D-glucopyranoside
-
-
p-methoxyphenyl 2-trimethylammonium-2-deoxy-beta-D-glucopyranosyl-(1,4)-2-acetamino-2-deoxy-beta-D-glucopyranosyl-(1,4)-2-acetamino-2-deoxy-beta-D-glucopyranoside
-
-
p-methoxyphenyl 2-trimethylammonium-2-deoxy-beta-D-glucopyranosyl-(1,4)-2-acetamino-2-deoxy-beta-D-glucopyranosyl-(1,4)-2-acetamino-2-deoxy-beta-D-glucopyranosyl-(1,4)-2-acetamino-2-deoxy-beta-D-glucopyranoside
-
-
p-methoxyphenyl 2-trimethylammonium-2-deoxy-beta-D-glucopyranosyl-(1,4)-2-acetamino-2-deoxy-beta-D-glucopyranosyl-(1,4)-2-acetamino-2-deoxy-beta-D-glucopyranosyl-(1,4)-2-acetamino-2-deoxy-beta-D-glucopyranosyl-(1,4)-2-acetamino-2-deoxy-beta-D-glucopyranoside
-
-
PUGNAc
-
i.e. O-(2-acetamido-2-deoxy-D-glucopyranosylidenamino) N-phenylcarbamate
additional information
-
not inhibited by (Z)-3-methyl-2-(((E)-naphthalen-1-ylmethylene) hydrazono)thiazolidin-4-one
-
PUGNAc
98.9% inhibition at 0.1 mM
PUGNAc
i.e. O-(2-acetamido-2-deoxy-D-glucopyranosylidenamino) N-phenylcarbamate, 97.5% inhibition at 0.1 mM
TMG-chitotriomycin
-
TMG-chitotriomycin
mechanism of selective inhibition is related to the existence of the +1 subsite at the active pocket of OfHex1 and a key residue, Trp490, at this site. Mutation of Trp490 to Ala leads to a 2277fold decrease in sensitivity toward TMG-chitotriomycin as well as an 18-fold decrease in binding affinity for the substrate (GlcNAc)2
(Z)-2-(((E)-benzylidene)hydrazono)-3-((benzyloxy)methyl)thiazolidin-4-one
-
62.7% inhibition at 0.01 mM
(Z)-2-(((E)-benzylidene)hydrazono)-3-((benzyloxy)methyl)thiazolidin-4-one
-
62.7% inhibition at 0.1 mM
(Z)-3-((benzyloxy)methyl)-2-(((E)-4-(dimethylamino)benzylidene)hydrazono)thiazolidin-4-one
-
63.5% inhibition at 0.01 mM
(Z)-3-((benzyloxy)methyl)-2-(((E)-4-(dimethylamino)benzylidene)hydrazono)thiazolidin-4-one
-
63.5% inhibition at 0.1 mM
(Z)-3-((benzyloxy)methyl)-2-(((E)-naphthalen-2-ylmethylene)hydrazono)thiazolidin-4-one
-
59.8% inhibition at 0.1 mM
(Z)-3-((benzyloxy)methyl)-2-(((E)-naphthalen-2-ylmethylene)hydrazono)thiazolidin-4-one
-
59.8% inhibition at 0.01 mM
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Yang, Q.; Liu, T.; Liu, F.; Qu, M.; Qian, X.
A novel beta-N-acetyl-D-hexosaminidase from the insect Ostrinia furnacalis (Guenee)
FEBS J.
275
5690-5702
2008
Ostrinia furnacalis (Q06GJ0), Ostrinia furnacalis
brenda
Yang, Y.; Liu, T.; Yang, Y.; Wu, Q.; Yang, Q.; Yu, B.
Synthesis, evaluation, and mechanism of N,N,N-trimethyl-D-glucosamine-(1-4)-chitooligosaccharides as selective inhibitors of glycosyl hydrolase family 20 beta-N-acetyl-D-hexosaminidases
ChemBioChem
12
457-467
2011
Ostrinia furnacalis, Streptomyces plicatus (O85361)
brenda
Liu, T.; Zhang, H.; Liu, F.; Wu, Q.; Shen, X.; Yang, Q.
Structural determinants of an insect beta-N-Acetyl-D-hexosaminidase specialized as a chitinolytic enzyme
J. Biol. Chem.
286
4049-4058
2011
Ostrinia furnacalis (Q06GJ0), Ostrinia furnacalis
brenda
Chen, W.; Shen, S.; Dong, L.; Zhang, J.; Yang, Q.
Selective inhibition of beta-N-acetylhexosaminidases by thioglycosyl-naphthalimide hybrid molecules
Bioorg. Med. Chem.
26
394-400
2018
Ostrinia furnacalis (Q06GJ0)
brenda
Yang, H.; Liu, T.; Qi, H.; Huang, Z.; Hao, Z.; Ying, J.; Yang, Q.; Qian, X.
Design and synthesis of thiazolylhydrazone derivatives as inhibitors of chitinolytic N-acetyl-beta-D-hexosaminidase
Bioorg. Med. Chem.
26
5420-5426
2018
Ostrinia furnacalis
brenda
Dong, L.; Shen, S.; Chen, W.; Lu, H.; Xu, D.; Jin, S.; Yang, Q.; Zhang, J.
Glycosyl triazoles as novel insect beta-N-acetylhexosaminidase OfHex1 inhibitors Design, synthesis, molecular docking and MD simulations
Bioorg. Med. Chem.
27
2315-2322
2019
Homo sapiens, Ostrinia furnacalis (Q06GJ0)
brenda