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Literature summary for 3.4.22.28 extracted from

  • Roque Rosell, N.R.; Mokhlesi, L.; Milton, N.E.; Sweeney, T.R.; Zunszain, P.A.; Curry, S.; Leatherbarrow, R.J.
    Design and synthesis of irreversible inhibitors of foot-and-mouth disease virus 3C protease (2014), Bioorg. Med. Chem. Lett., 24, 490-494.
    View publication on PubMed
Search for more literature for 3.4.22.28

Inhibitors

Inhibitors Comment Organism Structure
1-acetyl-L-prolyl-L-alanyl-N-[(2E,4S)-7-amino-1-(benzyloxy)-1,7-dioxohept-2-en-4-yl]-6-ammonio-L-norleucinamide
-
 Foot-and-mouth disease virus
1-acetyl-L-prolyl-L-alanyl-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]-3-(1H-imidazol-3-ium-2-yl)-L-alaninamide
-
 Foot-and-mouth disease virus
1-acetyl-L-prolyl-L-alanyl-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]-5-ammonio-L-norvalinamide
-
 Foot-and-mouth disease virus
1-acetyl-L-prolyl-L-alanyl-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]-N5-[amino(iminio)methyl]-L-ornithinamide
-
 Foot-and-mouth disease virus
1-acetyl-L-prolyl-L-alanyl-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]-N6-[amino(iminio)methyl]-L-lysinamide
-
 Foot-and-mouth disease virus
1-acetyl-L-prolyl-L-alanyl-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]glycinamide
-
 Foot-and-mouth disease virus
1-acetyl-L-prolyl-L-alanyl-N-[(2E,4S)-7-amino-1-[methoxy(methyl)amino]-1,7-dioxohept-2-en-4-yl]-6-ammonio-L-norleucinamide
-
 Foot-and-mouth disease virus
1-acetyl-L-prolyl-L-alanyl-N1-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]-L-glutamamide
-
 Foot-and-mouth disease virus
1-acetyl-L-prolyl-L-alanyl-N6-acetyl-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]-L-lysinamide
-
 Foot-and-mouth disease virus
1-acetyl-L-prolyl-N-[(2S)-1-[[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]amino]-4-ammonio-1-oxobutan-2-yl]-L-alaninamide
-
 Foot-and-mouth disease virus
1-acetyl-L-prolyl-N-[(2S)-1-[[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]amino]-4-[[amino(iminio)methyl]amino]-1-oxobutan-2-yl]-L-alaninamide
-
 Foot-and-mouth disease virus
1-benzoylprolyl-L-alanyl-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]-6-ammonio-L-norleucinamide
-
 Foot-and-mouth disease virus
1-benzylprolyl-L-alanyl-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]-6-ammonio-L-norleucinamide
-
 Foot-and-mouth disease virus
1-[(4-methylphenyl)sulfonyl]prolyl-L-alanyl-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]-6-ammonio-L-norleucinamide
-
 Foot-and-mouth disease virus
ethyl (2E,4S)-4-[(N6-acetyllysyl)amino]-7-amino-7-oxohept-2-enoate
-
 Foot-and-mouth disease virus
N-benzoyl-L-alanyl-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]-6-ammonio-L-norleucinamide
-
 Foot-and-mouth disease virus
N6-(1-acetylprolylalanyl)-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]lysinamide
-
 Foot-and-mouth disease virus
N6-(N-acetylalanyl)-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]lysinamide
-
 Foot-and-mouth disease virus
N6-(N-acetylalanylprolylalanyl)-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]lysinamide
-
 Foot-and-mouth disease virus
N6-(prolylalanyl)-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]lysinamide
-
 Foot-and-mouth disease virus

Organism

Organism UniProt Comment Textmining
Foot-and-mouth disease virus
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
Dabcyl-APAKQLLD(Edans)FDLLK + H2O
-
 Foot-and-mouth disease virus Dabcyl-APAKQ + LLD(Edans)FDLLK
-
 ?

Synonyms

Synonyms Comment Organism
3C protease
-
 Foot-and-mouth disease virus
3Cpro
-
 Foot-and-mouth disease virus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00043
-
 at pH 7.4 and 37°C Foot-and-mouth disease virus 1-benzoylprolyl-L-alanyl-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]-6-ammonio-L-norleucinamide
0.00064
-
 at pH 7.4 and 37°C Foot-and-mouth disease virus N6-(N-acetylalanylprolylalanyl)-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]lysinamide
0.00068
-
 at pH 7.4 and 37°C Foot-and-mouth disease virus N6-(1-acetylprolylalanyl)-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]lysinamide
0.00084
-
 at pH 7.4 and 37°C Foot-and-mouth disease virus 1-acetyl-L-prolyl-L-alanyl-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]-N5-[amino(iminio)methyl]-L-ornithinamide
0.0012
-
 at pH 7.4 and 37°C Foot-and-mouth disease virus 1-acetyl-L-prolyl-L-alanyl-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]-N6-[amino(iminio)methyl]-L-lysinamide
0.0015
-
 at pH 7.4 and 37°C Foot-and-mouth disease virus 1-benzylprolyl-L-alanyl-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]-6-ammonio-L-norleucinamide
0.0016
-
 at pH 7.4 and 37°C Foot-and-mouth disease virus 1-[(4-methylphenyl)sulfonyl]prolyl-L-alanyl-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]-6-ammonio-L-norleucinamide
0.0023
-
 at pH 7.4 and 37°C Foot-and-mouth disease virus N-benzoyl-L-alanyl-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]-6-ammonio-L-norleucinamide
0.0027
-
 at pH 7.4 and 37°C Foot-and-mouth disease virus 1-acetyl-L-prolyl-L-alanyl-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]-5-ammonio-L-norvalinamide
0.0038
-
 at pH 7.4 and 37°C Foot-and-mouth disease virus 1-acetyl-L-prolyl-N-[(2S)-1-[[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]amino]-4-[[amino(iminio)methyl]amino]-1-oxobutan-2-yl]-L-alaninamide
0.0046
-
 at pH 7.4 and 37°C Foot-and-mouth disease virus N6-(prolylalanyl)-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]lysinamide
0.0077
-
 at pH 7.4 and 37°C Foot-and-mouth disease virus 1-acetyl-L-prolyl-L-alanyl-N-[(2E,4S)-7-amino-1-(benzyloxy)-1,7-dioxohept-2-en-4-yl]-6-ammonio-L-norleucinamide
0.0098
-
 at pH 7.4 and 37°C Foot-and-mouth disease virus 1-acetyl-L-prolyl-L-alanyl-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]-3-(1H-imidazol-3-ium-2-yl)-L-alaninamide
0.017
-
 at pH 7.4 and 37°C Foot-and-mouth disease virus N6-(N-acetylalanyl)-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]lysinamide
0.021
-
 at pH 7.4 and 37°C Foot-and-mouth disease virus 1-acetyl-L-prolyl-N-[(2S)-1-[[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]amino]-4-ammonio-1-oxobutan-2-yl]-L-alaninamide
0.053
-
 at pH 7.4 and 37°C Foot-and-mouth disease virus 1-acetyl-L-prolyl-L-alanyl-N1-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]-L-glutamamide
0.066
-
 at pH 7.4 and 37°C Foot-and-mouth disease virus 1-acetyl-L-prolyl-L-alanyl-N-[(2E,4S)-7-amino-1-[methoxy(methyl)amino]-1,7-dioxohept-2-en-4-yl]-6-ammonio-L-norleucinamide
0.13
-
 at pH 7.4 and 37°C Foot-and-mouth disease virus 1-acetyl-L-prolyl-L-alanyl-N6-acetyl-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]-L-lysinamide
0.6
-
 IC50 above 0.6 mM, at pH 7.4 and 37°C Foot-and-mouth disease virus ethyl (2E,4S)-4-[(N6-acetyllysyl)amino]-7-amino-7-oxohept-2-enoate
2.8
-
 at pH 7.4 and 37°C Foot-and-mouth disease virus 1-acetyl-L-prolyl-L-alanyl-N-[(2E,4S)-7-amino-1-ethoxy-1,7-dioxohept-2-en-4-yl]glycinamide