(3S,4S)-4-<(Boc-L-phenylalanyl-L-alanyl)amino>-3-hydroxy-1-(isomethylthio)-6-methylheptane

• 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: (3S,4S)-4-<(Boc-L-phenylalanyl-L-alanyl)amino>-3-hydroxy-1-(isomethylthio)-6-methylheptane
• 英文别名: (1-{1-[2-Hydroxy-1-isobutyl-4-(3-methyl-butylsulfanyl)-butylcarbamoyl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester；tert-butyl N-[(2S)-1-[[(2S)-1-[[(3S,4S)-3-hydroxy-6-methyl-1-(3-methylbutylsulfanyl)heptan-4-yl]amino]-1-oxopropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]carbamate
• 化学式: C₃₀H₅₁N₃O₅S
• 分子量: 565.818
• InChiKey: NYCIVVGBGAKBMK-GKXKVECMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  39
• 可旋转键数：
  18
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  142
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3S,4S)-4-<(Boc-L-phenylalanyl-L-alanyl)amino>-3-hydroxy-1-(isomethylthio)-6-methylheptane 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以90%的产率得到(3S,4S)-4-<(Boc-L-phenylalanyl-L-alanyl)amino>-3-hydroxy-1-(isomethylsulfonyl)-6-methylheptane
  参考文献：
  名称：

  Renin inhibitors. Dipeptide analogs of angiotensinogen incorporating transition-state, nonpeptidic replacements at the scissile bond

  摘要：

  A series of dipeptide analogues of angiotensinogen have been prepared and evaluated for their ability to inhibit the aspartic proteinase renin. The compounds were derived from the renin substrate by replacing the scissile amide bond with a transition-state mimic and by incorporating bioisosteric replacements for the Val-10 amide bond. Analogue 21a exhibited an IC50 of 7.6 nM against purified human renin, showed high specificity for this enzyme, and produced a hypotensive response in anesthetized, salt-depleted cynomolgus monkeys.

  DOI：

  10.1021/jm00393a008
• 作为产物：
  描述：

  2-甲基-2-丙基[(2S)-4-甲基-1-氧代-2-戊烷基]氨基甲酸酯 在 barium dihydroxide 、 sodium hydroxide 、 9-borabicyclo[3.3.1]nonane dimer 、 双氧水 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 63.0h， 生成 (3S,4S)-4-<(Boc-L-phenylalanyl-L-alanyl)amino>-3-hydroxy-1-(isomethylthio)-6-methylheptane
  参考文献：
  名称：

  Renin inhibitors. Dipeptide analogs of angiotensinogen incorporating transition-state, nonpeptidic replacements at the scissile bond

  摘要：

  A series of dipeptide analogues of angiotensinogen have been prepared and evaluated for their ability to inhibit the aspartic proteinase renin. The compounds were derived from the renin substrate by replacing the scissile amide bond with a transition-state mimic and by incorporating bioisosteric replacements for the Val-10 amide bond. Analogue 21a exhibited an IC50 of 7.6 nM against purified human renin, showed high specificity for this enzyme, and produced a hypotensive response in anesthetized, salt-depleted cynomolgus monkeys.

  DOI：

  10.1021/jm00393a008

文献信息

• BOLIS, GIORGIO;FUNG, ANTHONY K. L.;GREER, JONATHAN;KLEINERT, HOLLIS D.;MA+, J. MED. CHEM., 30,(1987) N 10, 1729-1737
  作者：BOLIS, GIORGIO、FUNG, ANTHONY K. L.、GREER, JONATHAN、KLEINERT, HOLLIS D.、MA+

  DOI：——

  日期：——