title: Dibasic benzo[B]thiophene derivatives as a novel class of active site directed thrombin inhibitors: 4. SAR studies on the conformationally restricted C3-side chain of hydroxybenzo[B]thiophenes.
abstract: A novel series of benzo[b]thiophene diamine thrombin inhibitors with a conformationally restricted C3-side chain 3 was investigated. The constrained C3-side chain by a cyclohexyl ring contributed to not only an additive but also a synergistic effect on the thrombin inhibitory activity. The SAR studies resulted in the discovery of a potent thrombin inhibitor 27 that was over 750-fold more potent than the initial lead compound 1.
authors: Lilly Research Laboratories, A Division of Eli Lilly and Company, Lilly Corporate Center, Indianapolis, IN 46285, USA.
authors: K
authors: K
authors: Takeuchi
authors: T J
authors: TJ
authors: Kohn
authors: D J
authors: DJ
authors: Sall
authors: M L
authors: ML
authors: Denney
authors: J R
authors: JR
authors: McCowan
authors: G F
authors: GF
authors: Smith
authors: D S
authors: DS
authors: Gifford-Moore
mesh_terms: D013329:Structure-Activity Relationship; D013876:Thiophenes / Q000737:chemistry* / Q000494:pharmacology; D013917:Thrombin / Q000037:antagonists & inhibitors*
chemical_list: D013876:Thiophenes; C088015:benzothiophene; D013917:Thrombin