N-{(R)-2-[2-(Adamantan-2-yloxycarbonylamino)-3-(5-fluoro-1H-indol-3-yl)-propionylamino]-1-phenyl-ethyl}-succinamic acid benzyl ester | 195618-53-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-{(R)-2-[2-(Adamantan-2-yloxycarbonylamino)-3-(5-fluoro-1H-indol-3-yl)-propionylamino]-1-phenyl-ethyl}-succinamic acid benzyl ester
• 英文别名: benzyl 4-[[(1R)-2-[[2-(2-adamantyloxycarbonylamino)-3-(5-fluoro-1H-indol-3-yl)propanoyl]amino]-1-phenylethyl]amino]-4-oxobutanoate
• CAS: 195618-53-2
• 化学式: C₄₁H₄₅FN₄O₆
• 分子量: 708.83
• InChiKey: TVURRLCKZGKPMA-MFSRZFNRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  52
• 可旋转键数：
  16
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  139
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-{(R)-2-[2-(Adamantan-2-yloxycarbonylamino)-3-(5-fluoro-1H-indol-3-yl)-propionylamino]-1-phenyl-ethyl}-succinamic acid benzyl ester 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 为溶剂， 生成 N-{(R)-2-[2-(Adamantan-2-yloxycarbonylamino)-3-(5-fluoro-1H-indol-3-yl)-propionylamino]-1-phenyl-ethyl}-succinamic acid
  参考文献：
  名称：

  SAR study of the indole moiety of CI-988, a potent and selective CCK-B antagonist

  摘要：

  Due to the interesting pharmacological activity observed for CI-988, a potent and selective CCK-B receptor antagonist, we have continued to study the SAR of this antagonist. This particular study examines the importance of the indole moiety for binding affinity. The synthesis and receptor binding affinity for analogs containing functionalized indole derivatives and replacing the indole with various heterocycles are reported. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00356-9
• 作为产物：
  描述：

  5-氟-DL-色氨酸 在 盐酸 、 lithium hydroxide 、 1-羟基苯并三唑 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 乙酸乙酯 为溶剂， 生成 N-{(R)-2-[2-(Adamantan-2-yloxycarbonylamino)-3-(5-fluoro-1H-indol-3-yl)-propionylamino]-1-phenyl-ethyl}-succinamic acid benzyl ester
  参考文献：
  名称：

  SAR study of the indole moiety of CI-988, a potent and selective CCK-B antagonist

  摘要：

  Due to the interesting pharmacological activity observed for CI-988, a potent and selective CCK-B receptor antagonist, we have continued to study the SAR of this antagonist. This particular study examines the importance of the indole moiety for binding affinity. The synthesis and receptor binding affinity for analogs containing functionalized indole derivatives and replacing the indole with various heterocycles are reported. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00356-9

文献信息

• SAR study of the indole moiety of CI-988, a potent and selective CCK-B antagonist
  作者：Corinne E. Augelli-Szafran、Terri S. Purchase、Bruce D. Roth、Bradley Tait、Bharat K. Trivedi、Michael Wilson、Nirmala Suman-Chauhan、Louise Webdale

  DOI：10.1016/s0960-894x(97)00356-9

  日期：1997.8

  Due to the interesting pharmacological activity observed for CI-988, a potent and selective CCK-B receptor antagonist, we have continued to study the SAR of this antagonist. This particular study examines the importance of the indole moiety for binding affinity. The synthesis and receptor binding affinity for analogs containing functionalized indole derivatives and replacing the indole with various heterocycles are reported. (C) 1997 Elsevier Science Ltd.