title: CH...O and CH...N hydrogen bonds in ligand design: a novel quinazolin-4-ylthiazol-2-ylamine protein kinase inhibitor.
abstract: Aryl CH hydrogen bonds play an important role in the binding of several analogues of a pyrazol-3-ylquinazolin-4-ylamine inhibitor of glycogen synthase kinase 3 (GSK3). Understanding the importance of these CH...O and CH...N hydrogen bonds allowed the design of a novel quinazolin-4-ylthiazol-2-ylamine inhibitor of GSK3 with a structurally confirmed CH...O hydrogen bond to the protein.
authors.affiliation: Vertex Pharmaceuticals, Inc., 130 Waverly Street, Cambridge, Massachusetts 02139, USA. al_pierce@vrtx.com
authors.forename: Albert C
authors.initials: AC
authors.lastname: Pierce
authors.forename: Ernst
authors.initials: E
authors.lastname: ter Haar
authors.forename: Hayley M
authors.initials: HM
authors.lastname: Binch
authors.forename: David P
authors.initials: DP
authors.lastname: Kay
authors.forename: Sanjay R
authors.initials: SR
authors.lastname: Patel
authors.forename: Pan
authors.initials: P
authors.lastname: Li
mesh_terms: D015195:Drug Design; D038362:Glycogen Synthase Kinase 3 / Q000037:antagonists & inhibitors* / Q000737:chemistry*; D006860:Hydrogen Bonding; D007536:Isomerism; D008024:Ligands; D008958:Models, Molecular; D008968:Molecular Conformation; D011799:Quinazolines / Q000138:chemical synthesis* / Q000737:chemistry; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D008024:Ligands; D011799:Quinazolines; D013844:Thiazoles; D038362:Glycogen Synthase Kinase 3