(4S,E)-4-(3-(3,4-dimethoxyphenyl)acrylamido)-5-(3-(4-fluorophenyl)-1-methoxy-1-oxopropan-2-ylamino)-5-oxopentanoic acid | 1158726-75-0

• 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: (4S,E)-4-(3-(3,4-dimethoxyphenyl)acrylamido)-5-(3-(4-fluorophenyl)-1-methoxy-1-oxopropan-2-ylamino)-5-oxopentanoic acid
• 英文别名: (4S)-4-[[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]amino]-5-[[3-(4-fluorophenyl)-1-methoxy-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
• CAS: 1158726-75-0
• 化学式: C₂₆H₂₉FN₂O₈
• 分子量: 516.523
• InChiKey: RXEANXJETHDITQ-VDAFUPJJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  37
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  140
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  (S,E)-2-(3-(3,4-dimethoxyphenyl)acrylamido)pentanedioic acid 、 2-氨基-3-(4-氟苯基)丙酸乙酯 在 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 为溶剂， 以35.2%的产率得到(4S,E)-4-(3-(3,4-dimethoxyphenyl)acrylamido)-5-(3-(4-fluorophenyl)-1-methoxy-1-oxopropan-2-ylamino)-5-oxopentanoic acid
  参考文献：
  名称：

  Novel aminopeptidase N inhibitors derived from antineoplaston AS2–5 (Part II)

  摘要：

  As our ongoing work, a series of peptidomimetic L-iso-glutamine derivatives derived from antineoplaston AS2-5 scaffold were prepared and their APN/CD13 and MMP-2 inhibitory activities were evaluated hereby. The results displayed that these compounds exhibited selective inhibition against APN as compared with MMP-2, with IC50 values in micromole range. Compounds A1 and A2 showed comparable APN inhibitory activities than the positive control bestatin. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.03.017

文献信息

• Novel aminopeptidase N inhibitors derived from antineoplaston AS2–5 (Part II)
  作者：Xun Li、Yazhou Wang、Jifeng Wu、Yonggang Li、Qiang Wang、Wenfang Xu

  DOI：10.1016/j.bmc.2009.03.017

  日期：2009.4

  As our ongoing work, a series of peptidomimetic L-iso-glutamine derivatives derived from antineoplaston AS2-5 scaffold were prepared and their APN/CD13 and MMP-2 inhibitory activities were evaluated hereby. The results displayed that these compounds exhibited selective inhibition against APN as compared with MMP-2, with IC50 values in micromole range. Compounds A1 and A2 showed comparable APN inhibitory activities than the positive control bestatin. (C) 2009 Elsevier Ltd. All rights reserved.