title: 1,4-Thienodiazepine-2,5-diones via MCR (II): scaffold hopping by Gewald and Ugi-deprotection-cyclization strategy.
abstract: A second scaffold of 1,4-thienodiazepine-2,5-diones was discovered and is synthetically accessible from Gewald 2-aminothiophenes via Ugi-Deprotection-Cyclization (UDC) strategy. This approach yielded hybrid peptidomimetic diazepine structures with six points of diversity introduced from readily available starting materials. A virtual compound library (N = 50 000) was generated and evaluated for chemical space distribution and drug-like properties.
authors.affiliation: Department of Pharmaceutical Sciences, School of Pharmacy, University of Pittsburgh, Pittsburgh, PA 15261, USA.
authors.forename: Yijun
authors.initials: Y
authors.lastname: Huang
authors.forename: Alexander
authors.initials: A
authors.lastname: Dömling
mesh_terms: D001381:Azepines / Q000737:chemistry* / Q000494:pharmacology; D001665:Binding Sites; D018360:Crystallography, X-Ray; D003500:Cyclization; D047908:Intracellular Signaling Peptides and Proteins / Q000737:chemistry; D008968:Molecular Conformation; D017346:Protein Serine-Threonine Kinases / Q000737:chemistry; D054852:Small Molecule Libraries / Q000737:chemistry* / Q000494:pharmacology; D013876:Thiophenes / Q000737:chemistry; D000099190:MAP-Kinase-Activated Kinase 2
chemical_list: D001381:Azepines; D047908:Intracellular Signaling Peptides and Proteins; D017346:Protein Serine-Threonine Kinases; D054852:Small Molecule Libraries; D013876:Thiophenes; D000099190:MAP-Kinase-Activated Kinase 2; C471059:thieno-1,4-diazepine