3-(4-cyanobenzyl)-1-(3-fluorophenyl)-1-(1-(2-(4-(3-fluorophenyl)piperidin-4-yl)ethyl)piperidin-4-yl)urea | 1287769-49-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 3-(4-cyanobenzyl)-1-(3-fluorophenyl)-1-(1-(2-(4-(3-fluorophenyl)piperidin-4-yl)ethyl)piperidin-4-yl)urea
• CAS: 1287769-49-6
• 化学式: C₃₃H₃₇F₂N₅O
• 分子量: 557.686
• InChiKey: GQOUWBSAVHAERE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.73
• 重原子数：
  41.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  71.4
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-(4-cyanobenzyl)-1-(3-fluorophenyl)-1-(1-(2-(4-(3-fluorophenyl)piperidin-4-yl)ethyl)piperidin-4-yl)urea 、 2-氯-4-氟-5-氨磺酰基苯甲酸 在 三乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-[1-[2-[1-(2-Chloro-4-fluoro-5-sulfamoylbenzoyl)-4-(3-fluorophenyl)piperidin-4-yl]ethyl]piperidin-4-yl]-3-[(4-cyanophenyl)methyl]-1-(3-fluorophenyl)urea
  参考文献：
  名称：

  Discovery of N-benzyl-N′-(4-pipyridinyl)urea CCR5 antagonists as anti-HIV-1 agents (II): Modification of the acyl portion

  摘要：

  Modification of the acyl moiety in the CCR5 lead molecule 2 led to identification of several new classes of CCR5 antagonists. Antiviral activity and pharmacokinetic properties of the synthesized compounds were evaluated. Structure-activity relationship (SAR) derived from these studies further guided the optimization efforts, ultimately leading to the discovery of 36 with an acceptable drug-like profile. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.042
• 作为产物：
  描述：

  在 盐酸 作用下， 以100%的产率得到3-(4-cyanobenzyl)-1-(3-fluorophenyl)-1-(1-(2-(4-(3-fluorophenyl)piperidin-4-yl)ethyl)piperidin-4-yl)urea
  参考文献：
  名称：

  Discovery of N-benzyl-N′-(4-pipyridinyl)urea CCR5 antagonists as anti-HIV-1 agents (II): Modification of the acyl portion

  摘要：

  Modification of the acyl moiety in the CCR5 lead molecule 2 led to identification of several new classes of CCR5 antagonists. Antiviral activity and pharmacokinetic properties of the synthesized compounds were evaluated. Structure-activity relationship (SAR) derived from these studies further guided the optimization efforts, ultimately leading to the discovery of 36 with an acceptable drug-like profile. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.042