5-chloro-3-(2-naphthylmethyl)-1H-benzimidazol-2-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-chloro-3-(2-naphthylmethyl)-1H-benzimidazol-2-one
• 英文别名: 5-chloro-3-(naphthalen-2-ylmethyl)-1H-benzimidazol-2-one
• 化学式: C₁₈H₁₃ClN₂O
• 分子量: 308.767
• InChiKey: KJEVEUACKYEJQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  5-chloro-1-(2-naphthyl)methyl-2-nitroaniline 在 盐酸 、 锌 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 5.0h， 生成 5-chloro-3-(2-naphthylmethyl)-1H-benzimidazol-2-one
  参考文献：
  名称：

  Computational Strategies in Discovering Novel Non-nucleoside Inhibitors of HIV-1 RT

  摘要：

  A three-dimensional common feature pharmacophore model was developed using the X-ray structure of RT/non-nucleoside inhibitor (NNRTI) complexes. Starting from the pharmacophore hypothesis and the structure of the lead compound TBZ, new NNRTIs were designed and synthesized, having the benzimidazol-2-one system as a scaffold. Docking experiments showed that these molecules docked in a position and orientation similar to that of known inhibitors. Biological testing confirmed that our strategy was successful in searching for new leads as NNRTIs.

  DOI：

  10.1021/jm049279a