Cbz-Ala-Ser-Leu-NHBn | 675874-55-2

• 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: Cbz-Ala-Ser-Leu-NHBn
• 英文别名: benzyl N-[(2S)-1-[[(2S)-1-[[(2S)-1-(benzylamino)-4-methyl-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]carbamate
• CAS: 675874-55-2
• 化学式: C₂₇H₃₆N₄O₆
• 分子量: 512.606
• InChiKey: JQHOZMKXYHOKJG-VJBMBRPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  37
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  146
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Cbz-Ala-Ser-Leu-NHBn 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 H-Ala-Ser-Leu-NH-Bzl
  参考文献：
  名称：

  Arecoline Tripeptide Inhibitors of Proteasome

  摘要：

  The 26S proteasome is a multicatalytic protease complex that plays an essential role in intracellular protein degradation. We have synthesized and tested a series of arecoline peptide derivatives where the peptide portion derives from a screening of tripeptide sequences, and the arecoline moiety has been considered as a potential substrate for catalytic threonine. Derivatives 17-19 are the best compounds of the series, showing chymotryptic-like ( 5) inhibition (IC50 congruent to 1 muM) and favorable pharmacokinetic properties.

  DOI：

  10.1021/jm0309102
• 作为产物：
  描述：

  N-苄氧羰基-L-亮氨酸 在 palladium on activated charcoal N-甲基吗啉 、 氢气 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 57.0h， 生成 Cbz-Ala-Ser-Leu-NHBn
  参考文献：
  名称：

  Arecoline Tripeptide Inhibitors of Proteasome

  摘要：

  The 26S proteasome is a multicatalytic protease complex that plays an essential role in intracellular protein degradation. We have synthesized and tested a series of arecoline peptide derivatives where the peptide portion derives from a screening of tripeptide sequences, and the arecoline moiety has been considered as a potential substrate for catalytic threonine. Derivatives 17-19 are the best compounds of the series, showing chymotryptic-like ( 5) inhibition (IC50 congruent to 1 muM) and favorable pharmacokinetic properties.

  DOI：

  10.1021/jm0309102