[(1S,2S)-2-((S)-1-Carbamoyl-2-phenyl-ethylamino)-2-cyano-1-(1H-indol-3-ylmethyl)-ethyl]-carbamic acid benzyl ester | 190187-39-4

• 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: [(1S,2S)-2-((S)-1-Carbamoyl-2-phenyl-ethylamino)-2-cyano-1-(1H-indol-3-ylmethyl)-ethyl]-carbamic acid benzyl ester
• 英文别名: benzyl N-[(1S,2S)-1-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-1-cyano-3-(1H-indol-3-yl)propan-2-yl]carbamate
• CAS: 190187-39-4
• 化学式: C₂₉H₂₉N₅O₃
• 分子量: 495.581
• InChiKey: OFCZEANXRKXUFP-GMQQYTKMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  37
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  133
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(1S,2S)-2-((S)-1-Carbamoyl-2-phenyl-ethylamino)-2-cyano-1-(1H-indol-3-ylmethyl)-ethyl]-carbamic acid benzyl ester 在 palladium on activated charcoal 氢气 作用下， 生成
  参考文献：
  名称：

  Pseudopeptide CCK-4 analogues incorporating the Ψ[CH(CN)NH] peptide bond surrogate

  摘要：

  The synthesis, binding to CCK receptors, and in vitro functional activity of pseudopeptide CCK-4 analogues incorporating the (R) or (S) Psi[CH(CN)NH] peptide bond surrogate at the Nle(31)-Asp(32) or Trp(30)-Nle(31) bonds are described. Z-Trp Psi[(S)CH(CN)NH]Nle-Asp-Phe-NH2 retained the high CCK-B receptor binding affinity of Boc-[Nle(31)]-CCK-4, and was a potent and selective CCK-B antagonist in the isolated guinea pig ileum. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00107-8
• 作为产物：
  描述：

  三甲基氰硅烷 、 L-苯丙氨酰胺 、 氨甲酸,[1-甲酰基-2-(1H-吲哚-3-基)乙基]-,苯基甲基酯,(R)- 在 zinc(II) chloride 作用下， 生成 [(1S,2R)-2-((S)-1-Carbamoyl-2-phenyl-ethylamino)-2-cyano-1-(1H-indol-3-ylmethyl)-ethyl]-carbamic acid benzyl ester 、 [(1S,2S)-2-((S)-1-Carbamoyl-2-phenyl-ethylamino)-2-cyano-1-(1H-indol-3-ylmethyl)-ethyl]-carbamic acid benzyl ester
  参考文献：
  名称：

  Pseudopeptide CCK-4 analogues incorporating the Ψ[CH(CN)NH] peptide bond surrogate

  摘要：

  The synthesis, binding to CCK receptors, and in vitro functional activity of pseudopeptide CCK-4 analogues incorporating the (R) or (S) Psi[CH(CN)NH] peptide bond surrogate at the Nle(31)-Asp(32) or Trp(30)-Nle(31) bonds are described. Z-Trp Psi[(S)CH(CN)NH]Nle-Asp-Phe-NH2 retained the high CCK-B receptor binding affinity of Boc-[Nle(31)]-CCK-4, and was a potent and selective CCK-B antagonist in the isolated guinea pig ileum. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00107-8

文献信息

• Pseudopeptide CCK-4 analogues incorporating the Ψ[CH(CN)NH] peptide bond surrogate
  作者：Susana Herrero、M.Luisa Suárez-Gea、Rosario González-Muñiz、M.Teresa García-López、Rosario Herranz、Santiago Ballaz、Ana Barber、Ana Fortuño、Joaquín Del Río

  DOI：10.1016/s0960-894x(97)00107-8

  日期：1997.1

  The synthesis, binding to CCK receptors, and in vitro functional activity of pseudopeptide CCK-4 analogues incorporating the (R) or (S) Psi[CH(CN)NH] peptide bond surrogate at the Nle(31)-Asp(32) or Trp(30)-Nle(31) bonds are described. Z-Trp Psi[(S)CH(CN)NH]Nle-Asp-Phe-NH2 retained the high CCK-B receptor binding affinity of Boc-[Nle(31)]-CCK-4, and was a potent and selective CCK-B antagonist in the isolated guinea pig ileum. (C) 1997 Elsevier Science Ltd.