methyl (2S,4R)-4-(azepan-1-yl)-1-((3-cyanophenyl)sulfonyl)pyrrolidine-2-carboxylate | 1217275-10-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl (2S,4R)-4-(azepan-1-yl)-1-((3-cyanophenyl)sulfonyl)pyrrolidine-2-carboxylate
• CAS: 1217275-10-9
• 化学式: C₁₉H₂₅N₃O₄S
• 分子量: 391.491
• InChiKey: PEMZDNBNJNGDNK-AEFFLSMTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.74
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  90.71
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  methyl (2S,4R)-4-(azepan-1-yl)-1-((3-cyanophenyl)sulfonyl)pyrrolidine-2-carboxylate 在 水 、 lithium hydroxide 、 盐酸 作用下， 以 乙腈 、 水 为溶剂， 生成
  参考文献：
  名称：

  Heterocycle-substituted proline dipeptides as potent VLA-4 antagonists

  摘要：

  A variety of N-linked tertiary amines and heteroarylamines were examined at the 4-position of sulfonylated proline dipeptides in order to improve VLA-4 receptor off-rates and overcome the issue of CYP3A4 time-dependent inhibition of ester prodrugs. A tight-binding inhibitor 5j with a long off-rate provided sustained receptor occupancy despite poor oral pharmacokinetics. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.12.009
• 作为产物：
  描述：

  环己亚胺 、 生成 methyl (2S,4R)-4-(azepan-1-yl)-1-((3-cyanophenyl)sulfonyl)pyrrolidine-2-carboxylate
  参考文献：
  名称：

  Heterocycle-substituted proline dipeptides as potent VLA-4 antagonists

  摘要：

  A variety of N-linked tertiary amines and heteroarylamines were examined at the 4-position of sulfonylated proline dipeptides in order to improve VLA-4 receptor off-rates and overcome the issue of CYP3A4 time-dependent inhibition of ester prodrugs. A tight-binding inhibitor 5j with a long off-rate provided sustained receptor occupancy despite poor oral pharmacokinetics. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.12.009