9H-fluoren-9-ylmethyl N-[(5S)-5-[[6-[[3-[4-(2-carbamoylphenoxy)phenyl]-2,5-dioxo-imidazolidin-1-yl]methyl]-7-methyl-pyrrolo[2,3-d]pyrimidine-2-carbonyl]amino]-5-cyano-pentyl]carbamate | 1596360-80-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9H-fluoren-9-ylmethyl N-[(5S)-5-[[6-[[3-[4-(2-carbamoylphenoxy)phenyl]-2,5-dioxo-imidazolidin-1-yl]methyl]-7-methyl-pyrrolo[2,3-d]pyrimidine-2-carbonyl]amino]-5-cyano-pentyl]carbamate
• CAS: 1596360-80-3
• 化学式: C₄₆H₄₁N₉O₇
• 分子量: 831.888
• InChiKey: MWXLEUWRHZGFDH-LJAQVGFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.16
• 重原子数：
  62.0
• 可旋转键数：
  15.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  214.87
• 氢给体数：
  3.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  9H-fluoren-9-ylmethyl N-[(5S)-5-[[6-[[3-[4-(2-carbamoylphenoxy)phenyl]-2,5-dioxo-imidazolidin-1-yl]methyl]-7-methyl-pyrrolo[2,3-d]pyrimidine-2-carbonyl]amino]-5-cyano-pentyl]carbamate 在 哌啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.67h， 以62%的产率得到N-[(1S)-5-amino-1-cyano-pentyl]-6-[[3-[4-(2-carbamoylphenoxy)phenyl]-2,5-dioxo-imidazolidin-1-yl]methyl]-7-methyl-pyrrolo[2,3-d]pyrimidine-2-carboxamide
  参考文献：
  名称：

  Pyrrolopyrimidine-inhibitors with hydantoin moiety as spacer can explore P4/S4 interaction on plasmin

  摘要：

  In the development of plasmin inhibitors, a novel chemotype, pyrrolopyrimidine scaffold possessing two motifs, a hydantoin-containing P4 moiety and a warhead-containing P1 moiety, is uncovered. A unique feature of the new line of the plasmin inhibitors is that the interaction between the plasmin inhibitors and key subsites in plasmin can be controlled by a spacer like hydantoin. The application of the novel chemotype is demonstrated by 1n and provides further evidence on the importance of hydantoin as the spacer. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.02.002
• 作为产物：
  描述：

  methyl 2-{4-[(tert-butoxy)carbonylamino]phenoxy}benzoate 在 N-羟基-7-氮杂苯并三氮唑 、 lithium hydroxide monohydrate 、 水 、 potassium carbonate 、 氯化铵 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 78.5h， 生成 9H-fluoren-9-ylmethyl N-[(5S)-5-[[6-[[3-[4-(2-carbamoylphenoxy)phenyl]-2,5-dioxo-imidazolidin-1-yl]methyl]-7-methyl-pyrrolo[2,3-d]pyrimidine-2-carbonyl]amino]-5-cyano-pentyl]carbamate
  参考文献：
  名称：

  Pyrrolopyrimidine-inhibitors with hydantoin moiety as spacer can explore P4/S4 interaction on plasmin

  摘要：

  In the development of plasmin inhibitors, a novel chemotype, pyrrolopyrimidine scaffold possessing two motifs, a hydantoin-containing P4 moiety and a warhead-containing P1 moiety, is uncovered. A unique feature of the new line of the plasmin inhibitors is that the interaction between the plasmin inhibitors and key subsites in plasmin can be controlled by a spacer like hydantoin. The application of the novel chemotype is demonstrated by 1n and provides further evidence on the importance of hydantoin as the spacer. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.02.002