N-[(13S)-15-[3-[4-(3-aminopropyl)piperazin-1-yl]propyl]-14-oxo-5,7,22-trioxa-15-azapentacyclo[21.2.2.13,11.117,21.04,9]nonacosa-1(25),3,9,11(29),17(28),18,20,23,26-nonaen-13-yl]-2-methoxyacetamide | 1289154-52-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: N-[(13S)-15-[3-[4-(3-aminopropyl)piperazin-1-yl]propyl]-14-oxo-5,7,22-trioxa-15-azapentacyclo[21.2.2.13,11.117,21.04,9]nonacosa-1(25),3,9,11(29),17(28),18,20,23,26-nonaen-13-yl]-2-methoxyacetamide
• CAS: 1289154-52-4
• 化学式: C₃₈H₄₉N₅O₆
• 分子量: 671.837
• InChiKey: FJGOVJXGOUSTAU-DHUJRADRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  49
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  methyl (S)-3-(4H-benzo[d][1,3]dioxin-6-yl)-2-(2-methoxyacetamido)propanoate 在 2,4,6-三甲基吡啶 、 水 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 三氟乙酸 、 lithium hydroxide 作用下， 以 二氯甲烷 为溶剂， 生成 N-[(13S)-15-[3-[4-(3-aminopropyl)piperazin-1-yl]propyl]-14-oxo-5,7,22-trioxa-15-azapentacyclo[21.2.2.13,11.117,21.04,9]nonacosa-1(25),3,9,11(29),17(28),18,20,23,26-nonaen-13-yl]-2-methoxyacetamide
  参考文献：
  名称：

  Serendipitous discovery of a new class of agonists for the melanocortin 1 and 4 receptors and a new class of cyclophanes

  摘要：

  A new class of melanocortin 4 receptor (MC4r) agonists was discovered from an unexpected sidereaction in which formaldehyde caused cyclization. These cyclophanes were found to be sub micromolar agonists of the MC1 and MC4 and were less potent on the MC3 and MC5 receptor. They were shown to compete with the peptidic antagonist SHU9119 for binding to the MC4 receptor. In an acute feeding study in Sprague Dawley rats, food intake was reduced more than 50% versus vehicle after 3 h at a dose of 1 mg/kg. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.011