Literature summary for 3.4.22.B80 extracted from

Ghosh, Ak.; Takayama, J.; Aubin, Y.; Ratia, K.; Chaudhuri, R.; Baez, Y.; Sleeman, K.; Coughlin, M.; Nichols, D.B.; Mulhearn, D.C.; Prabhakar, B.S.; Baker, S.C.; Johnson, M.E.; Mesecar, A.D.
Structure-based design, synthesis, and biological evaluation of a series of novel and reversible inhibitors for the severe acute respiratory syndrome-coronavirus papain-like protease (2009), J. Med. Chem., 52, 5228-5240 .

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Cloned(Commentary)

Cloned (Comment)	Organism
-	severe acute respiratory syndrome coronavirus

Inhibitors

Inhibitors	Comment	Organism	Structure
2,6-dimethyl-N-[(1R)-1-(naphthalen-2-yl)ethyl]benzamide	-	severe acute respiratory syndrome coronavirus
2-methyl-5-[(methylamino)methyl]-N-[(1R)-1-(naphthalen-1-yl)ethyl]benzamide	EC50 value for inhibitoion of SARS-CoV replication in a cell-based assay is 0.0052 microM	severe acute respiratory syndrome coronavirus
2-methyl-N-[(1R)-1-(naphthalen-1-yl)ethyl]benzamide	-	severe acute respiratory syndrome coronavirus
3-methoxy-N-[(1R)-1-(naphthalen-2-yl)ethyl]benzamide	-	severe acute respiratory syndrome coronavirus
3-methyl-N-[(1R)-1-(naphthalen-2-yl)ethyl]benzamide	-	severe acute respiratory syndrome coronavirus
4-methyl-N-[(1R)-1-(naphthalen-2-yl)ethyl]benzamide	-	severe acute respiratory syndrome coronavirus
5-(aminomethyl)-2-methyl-N-[(1R)-1-(naphthalen-1-yl)ethyl]benzamide	EC50 value for inhibitoion of SARS-CoV replication in a cell-based assay is 0.006 microM	severe acute respiratory syndrome coronavirus
5-acetamido-2-methyl-N-[(1R)-1-(naphthalen-1-yl)ethyl]benzamide	EC50 value for inhibition of SARS-CoV replication in a cell-based assay is 0.0145 microM	severe acute respiratory syndrome coronavirus
5-amino-2-(methoxymethyl)-N-[(1R)-1-(naphthalen-1-yl)ethyl]benzamide	-	severe acute respiratory syndrome coronavirus
5-amino-2-methyl-N-[(1R)-1-(naphthalen-1-yl)ethyl]benzamide	EC50 value for inhibitoion of SARS-CoV replication in a cell-based assay is 0.0131 microM	severe acute respiratory syndrome coronavirus
5-amino-2-methyl-N-[2-(naphthalen-1-yl)propan-2-yl]benzamide	-	severe acute respiratory syndrome coronavirus
5-cyano-2-methyl-N-[(1R)-1-(naphthalen-1-yl)ethyl]benzamide	-	severe acute respiratory syndrome coronavirus
5-iodo-2-methyl-N-[(1R)-1-(naphthalen-1-yl)ethyl]benzamide	-	severe acute respiratory syndrome coronavirus
5-N-tert-butoxycarbonylmethylamino-2-methyl-N'-[(R)-1-(1-naphthyl)ethyl]benzamide	-	severe acute respiratory syndrome coronavirus

Organism

Organism	UniProt	Comment	Textmining
severe acute respiratory syndrome coronavirus	-	-	-

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
Arg-Leu-Arg-Gly-Gly-AMC + H2O	-	severe acute respiratory syndrome coronavirus	Arg-Leu-Arg-Gly-Gly + AMC	-	?

IC50 Value

IC50 Value	IC50 Value Maximum	Comment	Organism	Inhibitor	Structure
0.00046	-	pH 7.5, temperature not specified in the publication	severe acute respiratory syndrome coronavirus	5-(aminomethyl)-2-methyl-N-[(1R)-1-(naphthalen-1-yl)ethyl]benzamide
0.00056	-	pH 7.5, temperature not specified in the publication	severe acute respiratory syndrome coronavirus	5-acetamido-2-methyl-N-[(1R)-1-(naphthalen-1-yl)ethyl]benzamide
0.0013	-	pH 7.5, temperature not specified in the publication	severe acute respiratory syndrome coronavirus	2-methyl-5-[(methylamino)methyl]-N-[(1R)-1-(naphthalen-1-yl)ethyl]benzamide
0.0014	-	pH 7.5, temperature not specified in the publication	severe acute respiratory syndrome coronavirus	5-iodo-2-methyl-N-[(1R)-1-(naphthalen-1-yl)ethyl]benzamide
0.0023	-	pH 7.5, temperature not specified in the publication	severe acute respiratory syndrome coronavirus	2-methyl-N-[(1R)-1-(naphthalen-1-yl)ethyl]benzamide
0.00264	-	pH 7.5, temperature not specified in the publication	severe acute respiratory syndrome coronavirus	5-amino-2-methyl-N-[(1R)-1-(naphthalen-1-yl)ethyl]benzamide
0.0027	-	pH 7.5, temperature not specified in the publication	severe acute respiratory syndrome coronavirus	5-amino-2-(methoxymethyl)-N-[(1R)-1-(naphthalen-1-yl)ethyl]benzamide
0.0048	-	pH 7.5, temperature not specified in the publication	severe acute respiratory syndrome coronavirus	5-N-tert-butoxycarbonylmethylamino-2-methyl-N'-[(R)-1-(1-naphthyl)ethyl]benzamide
0.0052	-	pH 7.5, temperature not specified in the publication	severe acute respiratory syndrome coronavirus	5-cyano-2-methyl-N-[(1R)-1-(naphthalen-1-yl)ethyl]benzamide
0.0111	-	pH 7.5, temperature not specified in the publication	severe acute respiratory syndrome coronavirus	5-amino-2-methyl-N-[2-(naphthalen-1-yl)propan-2-yl]benzamide
0.0121	-	pH 7.5, temperature not specified in the publication	severe acute respiratory syndrome coronavirus	2,6-dimethyl-N-[(1R)-1-(naphthalen-2-yl)ethyl]benzamide
0.0135	-	pH 7.5, temperature not specified in the publication	severe acute respiratory syndrome coronavirus	3-methoxy-N-[(1R)-1-(naphthalen-2-yl)ethyl]benzamide
0.0148	-	pH 7.5, temperature not specified in the publication	severe acute respiratory syndrome coronavirus	3-methyl-N-[(1R)-1-(naphthalen-2-yl)ethyl]benzamide
0.0291	-	pH 7.5, temperature not specified in the publication	severe acute respiratory syndrome coronavirus	4-methyl-N-[(1R)-1-(naphthalen-2-yl)ethyl]benzamide

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Release 2023.1 (January 2023)