4-Amino-N-[(S)-5-(3-benzo[1,3]dioxol-5-ylmethyl-3-thiophen-2-ylmethyl-ureido)-1-hydroxymethyl-pentyl]-N-(3-methyl-butyl)-benzenesulfonamide

• 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: 4-Amino-N-[(S)-5-(3-benzo[1,3]dioxol-5-ylmethyl-3-thiophen-2-ylmethyl-ureido)-1-hydroxymethyl-pentyl]-N-(3-methyl-butyl)-benzenesulfonamide
• 英文别名: 4-Amino-N-[(1S)-5-({[(1,3-benzodioxol-5-ylmethyl)(2-thienylmethyl)amino]carbonyl}amino)-1-(hydroxymethyl)pentyl]-N-(3-methylbutyl)benzenesulfonamide；3-[(5S)-5-[(4-aminophenyl)sulfonyl-(3-methylbutyl)amino]-6-hydroxyhexyl]-1-(1,3-benzodioxol-5-ylmethyl)-1-(thiophen-2-ylmethyl)urea
• 化学式: C₃₁H₄₂N₄O₆S₂
• 分子量: 630.83
• InChiKey: PMHSZNVAWHOHMK-SANMLTNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  43
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  171
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  N,N'-羰基二咪唑 、 Benzo[1,3]dioxol-5-ylmethyl-thiophen-2-ylmethyl-amine 、 Bes(4-NH2)-N(isoamyl)Lys(Fmoc)(Fmoc)-ol 生成 4-Amino-N-[(S)-5-(3-benzo[1,3]dioxol-5-ylmethyl-3-thiophen-2-ylmethyl-ureido)-1-hydroxymethyl-pentyl]-N-(3-methyl-butyl)-benzenesulfonamide
  参考文献：
  名称：

  Lysine sulfonamides as novel HIV-protease inhibitors: Nε-disubstituted ureas

  摘要：

  A series of lysine sulfonamide analogues bearing a Nepsilon-benzylic ureas was synthesized using both solution-phase and solid-phase approaches. A novel synthetic route of Nalpha-(alkyl)-Nalpha-(sulfonamides)lysinol using alpha-amino-caprolactam was developed. Evaluation of these novel protease inhibitors revealed compounds with high potency against wild-type HIV virus. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.049