5-Amidinobenzo [b] thiophenes as dual inhibitors of factors IXa and Xa

…, X Cheng, DP Modi, KA Rossi, JM Luettgen…

Index: Qiao, Jennifer X.; Cheng, Xuhong; Modi, Dilip P.; Rossi, Karen A.; Luettgen, Joseph M.; Knabb, Robert M.; Jadhav, Prabhakar K.; Wexler, Ruth R. Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 1 p. 29 - 35

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Citation Number: 52

Abstract

... The hydrophobic interaction of the benzothiophene ring with the wall of the S1 pocket and the polarizable and sterically larger sulfur atom appear to be favorable in improving selectivity relative to fXa. Table 1. Compound, X, Y, R′ (+/−, fIXa K i , μM, fXa K i , μM, fIXa/fXa, Trypsin K i , μM, Thrombin K i , μM. 1, 0.66, 0.00063, 1048, 0.15, 0.60. ... 20, NH, F, CH 2 Ph, 0.063, 0.0025, 25, 0.34, 13. 21, S, H, CH 2 Ph-p-NH 2, 0.074, 0.047, 1.6, >4.2, 4.2. ...