2-hydroxy-3-(2-phenethylpyridin-4-yl)acrylic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-hydroxy-3-(2-phenethylpyridin-4-yl)acrylic acid
• 英文别名: (Z)-2-hydroxy-3-(2-phenethyl-4-pyridyl)prop-2-enoic acid；(Z)-2-hydroxy-3-[2-(2-phenylethyl)pyridin-4-yl]prop-2-enoic acid
• 化学式: C₁₆H₁₅NO₃
• 分子量: 269.3
• InChiKey: CWSYIERTBZXICS-PTNGSMBKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  70.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,4-二甲基吡啶 在 lithium hydroxide 、 正丁基锂 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 0.5h， 生成 2-hydroxy-3-(2-phenethylpyridin-4-yl)acrylic acid
  参考文献：
  名称：

  A platform for designing HIV integrase inhibitors. Part 1: 2-Hydroxy-3-heteroaryl acrylic acid derivatives as novel HIV integrase inhibitor and modeling of hydrophilic and hydrophobic pharmacophores

  摘要：

  We present a novel series of HIV integrase inhibitors, showing IC(50)s ranging from 0.01 to over 370 mu M in an enzymatic assay. Furthermore, pharmacophore modeling study for the inhibitors was carried out to elucidate the structure-activity relationships. Finally, we found a 3D-pharmacophorc model, which is composed of a hydrophilic and a hydrophobic domain, providing valuable information for designing other novel types of integrase inhibitors. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.08.044

文献信息

• A platform for designing HIV integrase inhibitors. Part 1: 2-Hydroxy-3-heteroaryl acrylic acid derivatives as novel HIV integrase inhibitor and modeling of hydrophilic and hydrophobic pharmacophores
  作者：Takashi Kawasuji、Tomokazu Yoshinaga、Akihiko Sato、Mitsuaki Yodo、Tamio Fujiwara、Ryuichi Kiyama

  DOI：10.1016/j.bmc.2006.08.044

  日期：2006.12

  We present a novel series of HIV integrase inhibitors, showing IC(50)s ranging from 0.01 to over 370 mu M in an enzymatic assay. Furthermore, pharmacophore modeling study for the inhibitors was carried out to elucidate the structure-activity relationships. Finally, we found a 3D-pharmacophorc model, which is composed of a hydrophilic and a hydrophobic domain, providing valuable information for designing other novel types of integrase inhibitors. (c) 2006 Elsevier Ltd. All rights reserved.