[(1S,2S,4R)-1-Benzyl-4-((1S,2S)-1-cyclohexylmethyl-2-hydroxy-4-isobutylcarbamoyl-pent-4-enylcarbamoyl)-2-hydroxy-pentyl]-carbamic acid tert-butyl ester | 123482-65-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(1S,2S,4R)-1-Benzyl-4-((1S,2S)-1-cyclohexylmethyl-2-hydroxy-4-isobutylcarbamoyl-pent-4-enylcarbamoyl)-2-hydroxy-pentyl]-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(2S,3S,5R)-6-[[(2S,3S)-1-cyclohexyl-3-hydroxy-5-(2-methylpropylcarbamoyl)hex-5-en-2-yl]amino]-3-hydroxy-5-methyl-6-oxo-1-phenylhexan-2-yl]carbamate
• CAS: 123482-65-5
• 化学式: C₃₅H₅₇N₃O₆
• 分子量: 615.854
• InChiKey: KMIWCPRVDHQNGQ-XPTOATBXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  44
• 可旋转键数：
  18
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  137
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (4S,5S)-5-amino-6-cyclohexyl-4-hydroxy-2-methylidene-N-(2-methylpropyl)hexanamide;hydrochloride 在 N-甲基吗啉 、 四丁基氟化铵 、 1-羟基苯并三唑一水物 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 [(1S,2S,4R)-1-Benzyl-4-((1S,2S)-1-cyclohexylmethyl-2-hydroxy-4-isobutylcarbamoyl-pent-4-enylcarbamoyl)-2-hydroxy-pentyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Renin inhibitors based on dipeptide analogs. Incorporation of the hydroxyethylene isostere at the P2/P3 sites

  摘要：

  The synthesis of a series of renin inhibitors in which the P2 and P3 amino acids are replaced with the hydroxyethylene dipeptide isostere is reported. In vitro evaluation of the inhibitors has revealed that this isostere is an acceptable amide-bond replacement in which activity is maintained and stability is enhanced. Structure-activity relationships of this series resemble but do not parallel those of the corresponding dipeptide-containing inhibitors.

  DOI：

  10.1021/jm00163a059

文献信息

• Renin inhibitors based on dipeptide analogs. Incorporation of the hydroxyethylene isostere at the P2/P3 sites
  作者：Dale Kempf、Ed De Lara、Herman H. Stein、Jerome Cohen、David A. Egan、Jacob J. Plattner

  DOI：10.1021/jm00163a059

  日期：1990.1

  The synthesis of a series of renin inhibitors in which the P2 and P3 amino acids are replaced with the hydroxyethylene dipeptide isostere is reported. In vitro evaluation of the inhibitors has revealed that this isostere is an acceptable amide-bond replacement in which activity is maintained and stability is enhanced. Structure-activity relationships of this series resemble but do not parallel those of the corresponding dipeptide-containing inhibitors.