Discovery and SAR of isonicotinamide BACE-1 inhibitors that bind beta-secretase in a N-terminal 10s-loop down conformation - PubMed (original) (raw)
. 2007 Mar 15;17(6):1788-92.
doi: 10.1016/j.bmcl.2006.12.051. Epub 2006 Dec 21.
Matthew G Stanton, Alison R Gregro, Melissa A Steinbeiser, Jennifer R Shaffer, Philippe G Nantermet, James C Barrow, Kenneth E Rittle, Dennis Collusi, Amy S Espeseth, Ming-Tain Lai, Beth L Pietrak, M Katharine Holloway, Georgia B McGaughey, Sanjeev K Munshi, Jerome H Hochman, Adam J Simon, Harold G Selnick, Samuel L Graham, Joseph P Vacca
Affiliations
- PMID: 17257835
- DOI: 10.1016/j.bmcl.2006.12.051
Discovery and SAR of isonicotinamide BACE-1 inhibitors that bind beta-secretase in a N-terminal 10s-loop down conformation
Shaun R Stauffer et al. Bioorg Med Chem Lett. 2007.
Abstract
A series of low-molecular weight 2,6-diamino-isonicotinamide BACE-1 inhibitors containing an amine transition-state isostere were synthesized and shown to be highly potent in both enzymatic and cell-based assays. These inhibitors contain a trans-S,S-methyl cyclopropane P(3) which bind BACE-1 in a 10s-loop down conformation giving rise to highly potent compounds with favorable molecular weight and moderate to high susceptibility to P-glycoprotein (P-gp) efflux.
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