1-{4-[2-(2-carbamimidoylbenzo[b]thiophen-4-yloxy)-2-phenylacetylamino]phenyl}-1H-imidazole-2-carboxylic acid ethyl ester | 1209493-11-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-{4-[2-(2-carbamimidoylbenzo[b]thiophen-4-yloxy)-2-phenylacetylamino]phenyl}-1H-imidazole-2-carboxylic acid ethyl ester
• 英文别名: 1-{4-[2-(2-Carbamimidoyl-benzo[b]thiophen-4-yloxy)-2-phenyl-acetylamino]-phenyl}-1H-imidazole-2-carboxylic acid ethyl ester；ethyl 1-[4-[[2-[(2-carbamimidoyl-1-benzothiophen-4-yl)oxy]-2-phenylacetyl]amino]phenyl]imidazole-2-carboxylate
• CAS: 1209493-11-7
• 化学式: C₂₉H₂₅N₅O₄S
• 分子量: 539.615
• InChiKey: QNQQOCOEVIOOFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  161
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 1-{4-[2-(2-carbamimidoylbenzo[b]thiophen-4-yloxy)-2-phenylacetylamino]phenyl}-1H-imidazole-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Structure Based Drug Design: Development of Potent and Selective Factor IXa (FIXa) Inhibitors

  摘要：

  On the basis of our understanding on the binding interactions of the benzothiophene template within the FIXa active site by X-ray crystallography and molecular modeling studies, WC developed our SAR strategy by targeting the 4-position of the template to access the S1 beta and S2-S4 sites. A number of highly selective and potent factor Xa (FXa) and FIXa inhibitors were identified by simple switch of functional groups with conformational changes toward the S2-S4 sites.

  DOI：

  10.1021/jm901476x