Submission Details

PAU-WEI-5b8d5051
Molecule(s):
C=CC(=O)N(c1ccc(C(C)(C)C)cc1)[C@H](C(=O)NCCc1cccc(F)c1)c1cccnc1

PAU-WEI-5b8d5051-1

C=CC(=O)N(c1ccc(C(C)(C)C)cc1)[C@H](C(=O)NCCc1cccc(F)c1)c1cccnc1

CC#CC(=O)N(c1ccc(C(C)(C)C)cc1)[C@H](C(=O)NCCc1cccc(F)c1)c1cccnc1

PAU-WEI-5b8d5051-2

CC#CC(=O)N(c1ccc(C(C)(C)C)cc1)[C@H](C(=O)NCCc1cccc(F)c1)c1cccnc1

Design Rationale:

Racemic Ugi products, either with furanoyl or acryloyl attachment are nearly equipotent in the fluorescence assay (LON-WEI-2e27a2e5-1, LON-WEI-adc59df6-47). After id'ing the better enantiomer (MAT-POS-f2460aef-1), it would be interesting to see how potent electrophlic versions are. Given the high reactivity of the cat. MPro cysteine, I included a butynamide warhead too.

Inspired By:
Discussion:

Contributor: Paul Gehrtz, Weizmann Institute of Science, London lab - Thu, 08 Oct 2020 16:05:11 +0000