2-benzyl-3-[2-benzyl-3-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-3-oxopropyl]sulfanyl-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]propanamide | 957060-05-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-benzyl-3-[2-benzyl-3-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-3-oxopropyl]sulfanyl-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]propanamide
• CAS: 957060-05-8
• 化学式: C₃₈H₄₀N₂O₄S
• 分子量: 620.813
• InChiKey: VKJOODLFPAXUHI-XTLJMXMJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  45
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  124
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-benzyl-3-[2-benzyl-3-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-3-oxopropyl]sulfanyl-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]propanamide 在 Oxone 作用下， 以80%的产率得到
  参考文献：
  名称：

  Discovery of potent HIV-1 protease inhibitors incorporating sulfoximine functionality

  摘要：

  Based on the unique property of sulfoximine and the homodimeric Q structural symmetry of HIV-1 protease, a novel class of sulfoximine-based pseudosymmetric HIV-1 protease inhibitors was designed and synthesized. The sulfoximine moiety was demonstrated to be important for HIV-1 protease inhibitor potency. The most active stereoisomer (2S,2 ' S) displays a potency of 2.5 nM (IC50) against HIV-1 protease and an anti-HIV-1 activity of 408 nM (IC50). A possible mode of action is proposed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.07.095
• 作为产物：
  描述：

  、 (1S,2R)-(-)-1-氨基-2-茚醇 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以50%的产率得到2-benzyl-3-[2-benzyl-3-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-3-oxopropyl]sulfanyl-N-[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]propanamide
  参考文献：
  名称：

  Discovery of potent HIV-1 protease inhibitors incorporating sulfoximine functionality

  摘要：

  Based on the unique property of sulfoximine and the homodimeric Q structural symmetry of HIV-1 protease, a novel class of sulfoximine-based pseudosymmetric HIV-1 protease inhibitors was designed and synthesized. The sulfoximine moiety was demonstrated to be important for HIV-1 protease inhibitor potency. The most active stereoisomer (2S,2 ' S) displays a potency of 2.5 nM (IC50) against HIV-1 protease and an anti-HIV-1 activity of 408 nM (IC50). A possible mode of action is proposed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.07.095

文献信息

• Discovery of potent HIV-1 protease inhibitors incorporating sulfoximine functionality
  作者：Ding Lu、Robert Vince

  DOI：10.1016/j.bmcl.2007.07.095

  日期：2007.10

  Based on the unique property of sulfoximine and the homodimeric Q structural symmetry of HIV-1 protease, a novel class of sulfoximine-based pseudosymmetric HIV-1 protease inhibitors was designed and synthesized. The sulfoximine moiety was demonstrated to be important for HIV-1 protease inhibitor potency. The most active stereoisomer (2S,2 ' S) displays a potency of 2.5 nM (IC50) against HIV-1 protease and an anti-HIV-1 activity of 408 nM (IC50). A possible mode of action is proposed. (c) 2007 Elsevier Ltd. All rights reserved.