3-[4-(4-methylphenyl)-6-oxo-1H-pyridazin-3-yl]-5-phenylthiophene-2-carboxylic acid | 1243356-46-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3-[4-(4-methylphenyl)-6-oxo-1H-pyridazin-3-yl]-5-phenylthiophene-2-carboxylic acid
• CAS: 1243356-46-8
• 化学式: C₂₂H₁₆N₂O₃S
• 分子量: 388.447
• InChiKey: BFIWNUBQXKZSIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 甲醇 、 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 3-[4-(4-methylphenyl)-6-oxo-1H-pyridazin-3-yl]-5-phenylthiophene-2-carboxylic acid
  参考文献：
  名称：

  Cyclic amide bioisosterism: Strategic application to the design and synthesis of HCV NS5B polymerase inhibitors

  摘要：

  Conformational modeling has been successfully applied to the design of cyclic bioisosteres used to replace a conformationally rigid amide bond in a series of thiophene carboxylate inhibitors of HCV NS5B polymerase. Select compounds were equipotent with the original amide series. Single-point mutant binding studies, in combination with inhibition structure-activity relationships, suggest this new series interacts at the Thumb-II domain of NS5B. Inhibitor binding at the Thumb-II site was ultimately confirmed by solving a crystal structure of 8b complexed with NS5B. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.008