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Literature summary for 3.4.22.28 extracted from

  • Namoto, K.; Sirockin, F.; Sellner, H.; Wiesmann, C.; Villard, F.; Moreau, R.J.; Valeur, E.; Paulding, S.C.; Schleeger, S.; Schipp, K.; Loup, J.; Andrews, L.; Swale, R.; Robinson, M.; Farady, C.J.
    Structure-based design and synthesis of macrocyclic human rhinovirus 3C protease inhibitors (2018), Bioorg. Med. Chem. Lett., 28, 906-909 .
    View publication on PubMed
Search for more literature for 3.4.22.28

Inhibitors

Inhibitors Comment Organism Structure
ethyl (2E)-3-[(2S,5S,14S)-2-(4-fluorobenzyl)-9-methyl-14-[[(5-methyl-1,2-oxazol-3-yl)carbonyl]amino]-3,8,15-trioxo-1,4,9-triazacyclopentadecan-5-yl]prop-2-enoate
-
 Rhinovirus B14
ethyl (2E,4S)-4-([(2S)-2-[3-[[(5-methyl-1,2-oxazol-3-yl)carbonyl]amino]-2-oxopyridin-1(2H)-yl]pent-4-ynoyl]amino)-5-[(3S)-2-oxopyrrolidin-3-yl]pent-2-enoate
-
 Rhinovirus B14
additional information design and synthesis of macrocyclic inhibitors of human rhinovirus 3C protease, overview. Macrocyclization is a good way to improve the potency and ADME properties of peptidomimetics. Cyclization of peptidomimetic molecules can lead to increased potency by picking up additional interactions on the protein surface and reducing the entropic penalty inherent in binding a peptide-like structure to a protein Rhinovirus B14
N-[(2S,5S,14S)-2-(4-fluorobenzyl)-5-formyl-3,8,15-trioxo-1,4,9-triazacyclopentadecan-14-yl]-5-methyl-1,2-oxazole-3-carboxamide
-
 Rhinovirus B14
N-[(2S,5S,14S)-2-(4-fluorobenzyl)-5-formyl-9-methyl-3,8,15-trioxo-1,4,9-triazacyclopentadecan-14-yl]-5-methyl-1,2-oxazole-3-carboxamide crystal structure of 4 in complex with HRV2 3C protease (PDB ID 6FFS) Rhinovirus B14
N-[(2S,5S,14S)-5-[azetidin-1-yl(oxo)acetyl]-2-(4-fluorobenzyl)-9-methyl-3,8,15-trioxo-1,4,9-triazacyclopentadecan-14-yl]-5-methyl-1,2-oxazole-3-carboxamide
-
 Rhinovirus B14
N-[(3S,12S,16S,17aS)-3-formyl-7-methyl-1,6,13-trioxo-16-phenylhexadecahydro-1H-pyrrolo[1,2-a][1,4,9]triazacyclopentadecin-12-yl]-5-methyl-1,2-oxazole-3-carboxamide
-
 Rhinovirus B14
N-[(4S,7S,10S,17aR)-7-(4-fluorobenzyl)-10-formyl-1,5,8,13-tetraoxohexadecahydro-1H-pyrrolo[1,2-a][1,4,8,11]tetraazacyclopentadecin-4-yl]-5-methyl-1,2-oxazole-3-carboxamide
-
 Rhinovirus B14
N-[(5-methyl-1,2-oxazol-3-yl)carbonyl]-L-leucyl-N-[(2S)-1-(acetylamino)-3-oxopropan-2-yl]-4-fluoro-L-phenylalaninamide
-
 Rhinovirus B14
N-[(5S,8S,11S)-8-(4-fluorobenzyl)-11-formyl-2,6,9,14-tetraoxooctadecahydropyrrolo[2,1-k][1,4,8,12]tetraazacyclohexadecin-5-yl]-5-methyl-1,2-oxazole-3-carboxamide
-
 Rhinovirus B14
N-[(5S,8S,11S,13E,17S)-8-(4-fluorobenzyl)-5-formyl-2,7,10-trioxo-16-oxa-1,6,9-triazabicyclo[15.2.1]icos-13-en-11-yl]-5-methyl-1,2-oxazole-3-carboxamide
-
 Rhinovirus B14
N-[(5S,8S,11S,13Z,19S)-8-(4-fluorobenzyl)-5-formyl-2,7,10-trioxo-18-oxa-1,6,9-triazabicyclo[17.2.1]docos-13-en-11-yl]-5-methyl-1,2-oxazole-3-carboxamide
-
 Rhinovirus B14
N-[(5S,8S,11S,17S)-8-(4-fluorobenzyl)-5-formyl-2,7,10,16-tetraoxo-1,6,9,15-tetraazabicyclo[15.2.1]icos-11-yl]-5-methyl-1,2-oxazole-3-carboxamide
-
 Rhinovirus B14
N-[(6S,9S,12S)-9-(4-fluorobenzyl)-12-formyl-1-methyl-3,7,10,15-tetraoxo-1,4,8,11-tetraazacyclopentadecan-6-yl]-5-methyl-1,2-oxazole-3-carboxamide
-
 Rhinovirus B14
N-[(7S,10S,13S)-10-(4-fluorobenzyl)-7-formyl-3-methyl-4,9,12-trioxo-3,8,11-triazabicyclo[12.3.1]octadeca-1(18),14,16-trien-13-yl]-5-methyl-1,2-oxazole-3-carboxamide
-
 Rhinovirus B14
N-[(7S,10S,13S)-10-(4-fluorobenzyl)-7-formyl-4,9,12-trioxo-3,8,11-triazabicyclo[12.3.1]octadeca-1(18),14,16-trien-13-yl]-5-methyl-1,2-oxazole-3-carboxamide
-
 Rhinovirus B14
rupintrivir
-
 Rhinovirus B14

Organism

Organism UniProt Comment Textmining
Rhinovirus B14
-
 HRV-14
-

Synonyms

Synonyms Comment Organism
3C protease
-
 Rhinovirus B14

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000002
-
 pH 7.4, temperature not specified Rhinovirus B14 N-[(5S,8S,11S)-8-(4-fluorobenzyl)-11-formyl-2,6,9,14-tetraoxooctadecahydropyrrolo[2,1-k][1,4,8,12]tetraazacyclohexadecin-5-yl]-5-methyl-1,2-oxazole-3-carboxamide
0.000002
-
 pH 7.4, temperature not specified Rhinovirus B14 N-[(5S,8S,11S,13E,17S)-8-(4-fluorobenzyl)-5-formyl-2,7,10-trioxo-16-oxa-1,6,9-triazabicyclo[15.2.1]icos-13-en-11-yl]-5-methyl-1,2-oxazole-3-carboxamide
0.000002
-
 pH 7.4, temperature not specified Rhinovirus B14 N-[(7S,10S,13S)-10-(4-fluorobenzyl)-7-formyl-4,9,12-trioxo-3,8,11-triazabicyclo[12.3.1]octadeca-1(18),14,16-trien-13-yl]-5-methyl-1,2-oxazole-3-carboxamide
0.000003
-
 pH 7.4, temperature not specified Rhinovirus B14 N-[(5S,8S,11S,17S)-8-(4-fluorobenzyl)-5-formyl-2,7,10,16-tetraoxo-1,6,9,15-tetraazabicyclo[15.2.1]icos-11-yl]-5-methyl-1,2-oxazole-3-carboxamide
0.000006
-
 pH 7.4, temperature not specified Rhinovirus B14 N-[(6S,9S,12S)-9-(4-fluorobenzyl)-12-formyl-1-methyl-3,7,10,15-tetraoxo-1,4,8,11-tetraazacyclopentadecan-6-yl]-5-methyl-1,2-oxazole-3-carboxamide
0.000007
-
 pH 7.4, temperature not specified Rhinovirus B14 N-[(2S,5S,14S)-2-(4-fluorobenzyl)-5-formyl-3,8,15-trioxo-1,4,9-triazacyclopentadecan-14-yl]-5-methyl-1,2-oxazole-3-carboxamide
0.000008
-
 pH 7.4, temperature not specified Rhinovirus B14 N-[(3S,12S,16S,17aS)-3-formyl-7-methyl-1,6,13-trioxo-16-phenylhexadecahydro-1H-pyrrolo[1,2-a][1,4,9]triazacyclopentadecin-12-yl]-5-methyl-1,2-oxazole-3-carboxamide
0.000018
-
 pH 7.4, temperature not specified Rhinovirus B14 N-[(2S,5S,14S)-2-(4-fluorobenzyl)-5-formyl-9-methyl-3,8,15-trioxo-1,4,9-triazacyclopentadecan-14-yl]-5-methyl-1,2-oxazole-3-carboxamide
0.000035
-
 50 pH 7.4, temperature not specified Rhinovirus B14 N-[(4S,7S,10S,17aR)-7-(4-fluorobenzyl)-10-formyl-1,5,8,13-tetraoxohexadecahydro-1H-pyrrolo[1,2-a][1,4,8,11]tetraazacyclopentadecin-4-yl]-5-methyl-1,2-oxazole-3-carboxamide
0.000063
-
 pH 7.4, temperature not specified Rhinovirus B14 N-[(5-methyl-1,2-oxazol-3-yl)carbonyl]-L-leucyl-N-[(2S)-1-(acetylamino)-3-oxopropan-2-yl]-4-fluoro-L-phenylalaninamide
0.000753
-
 pH 7.4, temperature not specified Rhinovirus B14 N-[(7S,10S,13S)-10-(4-fluorobenzyl)-7-formyl-3-methyl-4,9,12-trioxo-3,8,11-triazabicyclo[12.3.1]octadeca-1(18),14,16-trien-13-yl]-5-methyl-1,2-oxazole-3-carboxamide
0.0032
-
 pH 7.4, temperature not specified Rhinovirus B14 ethyl (2E,4S)-4-([(2S)-2-[3-[[(5-methyl-1,2-oxazol-3-yl)carbonyl]amino]-2-oxopyridin-1(2H)-yl]pent-4-ynoyl]amino)-5-[(3S)-2-oxopyrrolidin-3-yl]pent-2-enoate
0.00384
-
 pH 7.4, temperature not specified Rhinovirus B14 N-[(2S,5S,14S)-5-[azetidin-1-yl(oxo)acetyl]-2-(4-fluorobenzyl)-9-methyl-3,8,15-trioxo-1,4,9-triazacyclopentadecan-14-yl]-5-methyl-1,2-oxazole-3-carboxamide
0.00737
-
 pH 7.4, temperature not specified Rhinovirus B14 ethyl (2E)-3-[(2S,5S,14S)-2-(4-fluorobenzyl)-9-methyl-14-[[(5-methyl-1,2-oxazol-3-yl)carbonyl]amino]-3,8,15-trioxo-1,4,9-triazacyclopentadecan-5-yl]prop-2-enoate