(S)-2-[(E)-2-(Benzyloxycarbamoyl-methyl)-4-methyl-pent-2-enoylamino]-3-(1H-indol-3-yl)-propionic acid ethyl ester | 609360-86-3

• 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: (S)-2-[(E)-2-(Benzyloxycarbamoyl-methyl)-4-methyl-pent-2-enoylamino]-3-(1H-indol-3-yl)-propionic acid ethyl ester
• CAS: 609360-86-3
• 化学式: C₂₈H₃₃N₃O₅
• 分子量: 491.587
• InChiKey: JBIXGCHBYRYLBE-DPUDNOKTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  36.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  109.52
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (S)-2-[(E)-2-(Benzyloxycarbamoyl-methyl)-4-methyl-pent-2-enoylamino]-3-(1H-indol-3-yl)-propionic acid ethyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 5.5h， 生成 (S)-2-((E)-2-Hydroxycarbamoylmethyl-4-methyl-pent-2-enoylamino)-3-(1H-indol-3-yl)-propionic acid ethyl ester
  参考文献：
  名称：

  MMPs inhibitors: new succinylhydroxamates with selective inhibition of MMP-2 over MMP-3

  摘要：

  Some ilomastat analogues featuring an isobutylidene group or a 2-substituted indole nucleus were synthesized to evaluate their inhibitory activities against gelatinase A and stromelysin-1. Potent MMP-2 inhibition and good selectivity for that enzyme have been observed for compounds 1a, 2 and 22. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00590-0
• 作为产物：
  描述：

  3-(2-Methylpropylidene)oxolane-2,5-dione 在 palladium on activated charcoal 氢气 、 1-羟基苯并三唑 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 32.0h， 生成 (S)-2-[(E)-2-(Benzyloxycarbamoyl-methyl)-4-methyl-pent-2-enoylamino]-3-(1H-indol-3-yl)-propionic acid ethyl ester
  参考文献：
  名称：

  MMPs inhibitors: new succinylhydroxamates with selective inhibition of MMP-2 over MMP-3

  摘要：

  Some ilomastat analogues featuring an isobutylidene group or a 2-substituted indole nucleus were synthesized to evaluate their inhibitory activities against gelatinase A and stromelysin-1. Potent MMP-2 inhibition and good selectivity for that enzyme have been observed for compounds 1a, 2 and 22. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00590-0