dimethyl ((1R,1′R) -((2S,2′S)-2,2'-(((ethyne-1,2-diylbis(4,1-phenylene)) bis(azanediyl))bis(carbonyl)) bis(pyrrolidine-2,1-diyl)) bis(2-oxo-1-phenylethane-2,1-diyl)) dicarbamate | 1219632-37-7

• 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: dimethyl ((1R,1′R) -((2S,2′S)-2,2'-(((ethyne-1,2-diylbis(4,1-phenylene)) bis(azanediyl))bis(carbonyl)) bis(pyrrolidine-2,1-diyl)) bis(2-oxo-1-phenylethane-2,1-diyl)) dicarbamate
• 英文别名: methyl N-[(1R)-2-[(2S)-2-[[4-[2-[4-[[(2S)-1-[(2R)-2-(methoxycarbonylamino)-2-phenyl-acetyl]pyrrolidine-2-carbonyl]amino]phenyl]ethynyl]phenyl]carbamoyl]pyrrolidin-1-yl]-2-oxo-1-phenyl-ethyl]carbamate；methyl N-[(1R)-2-[(2S)-2-[[4-[2-[4-[[(2S)-1-[(2R)-2-(methoxycarbonylamino)-2-phenylacetyl]pyrrolidine-2-carbonyl]amino]phenyl]ethynyl]phenyl]carbamoyl]pyrrolidin-1-yl]-2-oxo-1-phenylethyl]carbamate
• CAS: 1219632-37-7
• 化学式: C₄₄H₄₄N₆O₈
• 分子量: 784.869
• InChiKey: NRIMCNABZDQQQN-CDBYGCFJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  58
• 可旋转键数：
  14
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  176
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (2S)-1-[(2R)-2-amino-2-phenylacetyl]-N-(4-bromophenyl)pyrrolidine-2-carboxamide 在 四(三苯基膦)钯 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 dimethyl ((1R,1′R) -((2S,2′S)-2,2'-(((ethyne-1,2-diylbis(4,1-phenylene)) bis(azanediyl))bis(carbonyl)) bis(pyrrolidine-2,1-diyl)) bis(2-oxo-1-phenylethane-2,1-diyl)) dicarbamate
  参考文献：
  名称：

  HCV NS5A replication complex inhibitors. Part 5: Discovery of potent and pan-genotypic glycinamide cap derivatives

  摘要：

  The isoquinolinamide series of HCV NS5A inhibitors exemplified by compounds 2b and 2c provided the first dual genotype-1a/1b (GT-1a/1b) inhibitor class that demonstrated a significant improvement in potency toward GT-1a replicons compared to that of the initial program lead, stilbene 2a. Structure-activity relationship (SAR) studies that uncovered an alternate phenylglycine-based cap series that exhibit further improvements in virology profile, along with some insights into the pharmacophoric elements associated with the GT-1a potency, are described. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.05.040

文献信息

• Redesigning of the cap conformation and symmetry of the diphenylethyne core to yield highly potent pan-genotypic NS5A inhibitors with high potency and high resistance barrier
  作者：Mennatallah Abdallah、Mostafa M. Hamed、Efseveia Frakolaki、Sotirios Katsamakas、Niki Vassilaki、Ralf Bartenschlager、Grigoris Zoidis、Anna K.H. Hirsch、Mohammad Abdel-Halim、Ashraf H. Abadi

  DOI：10.1016/j.ejmech.2021.114034

  日期：2022.2