title: Imidazopyridine-based inhibitors of glycogen synthase kinase 3: synthesis and evaluation of amide isostere replacements of the carboxamide scaffold.
abstract: In this study, we explored the effect of bioisostere replacement in a series of glycogen synthase kinase 3 (GSK3) inhibitors based on the imidazopyridine core. The synthesis and biological evaluation of a number of novel sulfonamide, 1,2,4-oxadiazole, and thiazole derivates as amide bioisosteres, as well as a computational rationalization of the obtained results are reported.
authors.affiliation: Medicinal Chemistry, iScience, CNSP iMed, AstraZeneca R&D Södertälje, SE-151 85 Södertälje, Sweden.
authors.forename: Ulrika
authors.initials: U
authors.lastname: Yngve
authors.forename: Peter
authors.initials: P
authors.lastname: Söderman
authors.forename: Mats
authors.initials: M
authors.lastname: Svensson
authors.forename: Susanne
authors.initials: S
authors.lastname: Rosqvist
authors.forename: Per I
authors.initials: PI
authors.lastname: Arvidsson
mesh_terms: D015195:Drug Design; D038362:Glycogen Synthase Kinase 3 / Q000037:antagonists & inhibitors* / Q000378:metabolism; D006801:Humans; D056004:Molecular Dynamics Simulation; D010069:Oxadiazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D011725:Pyridines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013449:Sulfonamides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D013844:Thiazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
chemical_list: D010069:Oxadiazoles; D011725:Pyridines; D013449:Sulfonamides; D013844:Thiazoles; D038362:Glycogen Synthase Kinase 3