[7-((Benzo[1,3]dioxole-5-sulfonyl)-{(2R,3S)-3-[(3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl)oxycarbonylamino]-2-hydroxy-4-phenyl-butyl}-amino)-6,6-dimethyl-heptyl]-carbamic acid methyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [7-((Benzo[1,3]dioxole-5-sulfonyl)-{(2R,3S)-3-[(3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl)oxycarbonylamino]-2-hydroxy-4-phenyl-butyl}-amino)-6,6-dimethyl-heptyl]-carbamic acid methyl ester
• 英文别名: methyl N-[7-[[(2R,3S)-3-[[(3aS,4R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl]oxycarbonylamino]-2-hydroxy-4-phenyl-butyl]-(1,3-benzodioxol-5-ylsulfonyl)amino]-6,6-dimethyl-heptyl]carbamate；methyl N-[7-[[(2R,3S)-3-[[(3aS,4R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl]oxycarbonylamino]-2-hydroxy-4-phenylbutyl]-(1,3-benzodioxol-5-ylsulfonyl)amino]-6,6-dimethylheptyl]carbamate
• 化学式: C₃₅H₄₉N₃O₁₁S
• 分子量: 719.854
• InChiKey: MYJGXUUIJCQYTH-OLNQLETPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  50
• 可旋转键数：
  19
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  180
• 氢给体数：
  3
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  {(1S,2R)-3-[(Benzo[1,3]dioxole-5-sulfonyl)-(6-cyano-2,2-dimethyl-hexyl)-amino]-1-benzyl-2-hydroxy-propyl}-carbamic acid (3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl) ester 在 镍 氨 、 氢气 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 [7-((Benzo[1,3]dioxole-5-sulfonyl)-{(2R,3S)-3-[(3R,3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl)oxycarbonylamino]-2-hydroxy-4-phenyl-butyl}-amino)-6,6-dimethyl-heptyl]-carbamic acid methyl ester
  参考文献：
  名称：

  Novel arylsulfonamides possessing sub-picomolar HIV protease activities and potent anti-HIV activity against wild-type and drug-resistant viral strains

  摘要：

  A novel series of P1' chain-extended arylsufonamides was synthesiszed and evaluated for wild-type HIV protease inhibitory activity and in vitro antiviral activity against wild type virus and two protease inhibitor-resistant mutant viruses. All of the compounds showed dramatic increases in enzyme activity as compared to the currently marketed HIV protease inhibitors amprenavir, indinavir, and nelfinavir. In addition, significant improvements in antiviral potencies against wild type and the two mutant viruses were also realized. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.008

文献信息

• Novel arylsulfonamides possessing sub-picomolar HIV protease activities and potent anti-HIV activity against wild-type and drug-resistant viral strains
  作者：John F. Miller、Eric S. Furfine、Mary H. Hanlon、Richard J. Hazen、John A. Ray、Laurence Robinson、Vicente Samano、Andrew Spaltenstein

  DOI：10.1016/j.bmcl.2003.12.008

  日期：2004.2

  A novel series of P1' chain-extended arylsufonamides was synthesiszed and evaluated for wild-type HIV protease inhibitory activity and in vitro antiviral activity against wild type virus and two protease inhibitor-resistant mutant viruses. All of the compounds showed dramatic increases in enzyme activity as compared to the currently marketed HIV protease inhibitors amprenavir, indinavir, and nelfinavir. In addition, significant improvements in antiviral potencies against wild type and the two mutant viruses were also realized. (C) 2003 Elsevier Ltd. All rights reserved.