5-Oxo-5-[[25,26,27,28-tetrapropoxy-11,17,23-tris(pyrene-1-carbonylamino)-5-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9(27),10,12,15(26),16,18,21,23-dodecaenyl]amino]pentanoic acid | 1257093-93-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 5-Oxo-5-[[25,26,27,28-tetrapropoxy-11,17,23-tris(pyrene-1-carbonylamino)-5-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9(27),10,12,15(26),16,18,21,23-dodecaenyl]amino]pentanoic acid
• CAS: 1257093-93-8
• 化学式: C₉₆H₈₂N₄O₁₀
• 分子量: 1451.73
• InChiKey: QZCHGWRHCNIDMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.9
• 重原子数：
  110
• 可旋转键数：
  23
• 环数：
  17.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  191
• 氢给体数：
  5
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  methyl 5-oxo-5-((12,32,52,72-tetrapropoxy-35,55,75-tris(pyrene-1-carboxamido)-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15-yl)amino)pentanoate 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以25%的产率得到5-Oxo-5-[[25,26,27,28-tetrapropoxy-11,17,23-tris(pyrene-1-carbonylamino)-5-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9(27),10,12,15(26),16,18,21,23-dodecaenyl]amino]pentanoic acid
  参考文献：
  名称：

  Conformationally Locked Calixarene-Based Histone Deacetylase Inhibitors

  摘要：

  Alkyl- and arylamidocalix[4]arene derivatives 1-11 have been designed and theoretically evaluated by docking studies as potential histone. deacetylase inhibitors (HDACi). On the basis of the trimodal distribution of the calculated inhibition constants (K-i), five alkyl- or arylamido derivatives (3, 7, 8, 9, and 11) were synthesized and tested. A qualitative accordance between the experimental results and the theoretical predictions was obtained, confirming that appropriately substituted arylamidocalix[4]arenes are active HDACi.

  DOI：

  10.1021/ol102420b

文献信息

• Conformationally Locked Calixarene-Based Histone Deacetylase Inhibitors
  作者：Maria Giovanna Chini、Stefania Terracciano、Raffaele Riccio、Giuseppe Bifulco、Roberta Ciao、Carmine Gaeta、Francesco Troisi、Placido Neri

  DOI：10.1021/ol102420b

  日期：2010.12.3

  Alkyl- and arylamidocalix[4]arene derivatives 1-11 have been designed and theoretically evaluated by docking studies as potential histone. deacetylase inhibitors (HDACi). On the basis of the trimodal distribution of the calculated inhibition constants (K-i), five alkyl- or arylamido derivatives (3, 7, 8, 9, and 11) were synthesized and tested. A qualitative accordance between the experimental results and the theoretical predictions was obtained, confirming that appropriately substituted arylamidocalix[4]arenes are active HDACi.