1''-[3-(3-Chlorophenyl)-4-methyl(phenyl)sulfonamidobutyl]-1-oxospiro[1,2,3,4-tetrahydroisoquinoline-4,4''-(hexahydropyridine)]

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 1''-[3-(3-Chlorophenyl)-4-methyl(phenyl)sulfonamidobutyl]-1-oxospiro[1,2,3,4-tetrahydroisoquinoline-4,4''-(hexahydropyridine)]
• 英文别名: N-[(2S)-2-(3-chlorophenyl)-4-(1-oxospiro[2,3-dihydroisoquinoline-4,4'-piperidine]-1'-yl)butyl]-N-methylbenzenesulfonamide
• 化学式: C₃₀H₃₄ClN₃O₃S
• 分子量: 552.137
• InChiKey: YCWXLGCHCDRVJP-XMMPIXPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  78.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (S)-(3-(3-chlorophenyl))-4-(N-methyl-N-phenylsulfonylamino)butanal 、 2,3-dihydro-1H-spiro[isoquinoline-4,4'-piperidin]-1-one 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 1''-[3-(3-Chlorophenyl)-4-methyl(phenyl)sulfonamidobutyl]-1-oxospiro[1,2,3,4-tetrahydroisoquinoline-4,4''-(hexahydropyridine)]
  参考文献：
  名称：

  Antagonists of the human CCR5 receptor as anti-HIV-1 agents. Part 3: A proposed pharmacophore model for 1-[N-(methyl)-N-(phenylsulfonyl)amino]-2-(phenyl)-4-[4-(substituted)piperidin-1-yl]butanes

  摘要：

  Structure-activity relationship studies directed toward the optimization of (2S)-2-(3-chlorophenyl)-1-[N-(methyl)-N-(phenylsulfonyl)amino]-4-[-(substituted)piperidin-1-yl]butanes as CCR5 antagonists resulted in the synthesis of the spiro-indanone derivative 8c (IC50 = 5 nM). These and previous results are summarized in a proposed pharmacophore model for this class of CCR5 antagonist. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00491-7

文献信息

• Antagonists of the human CCR5 receptor as anti-HIV-1 agents. Part 3: A proposed pharmacophore model for 1-[N-(methyl)-N-(phenylsulfonyl)amino]-2-(phenyl)-4-[4-(substituted)piperidin-1-yl]butanes
  作者：Paul E. Finke、Laura C. Meurer、Bryan Oates、Shrenik K. Shah、Jennifer L. Loebach、Sander G. Mills、Malcolm MacCoss、Laurie Castonguay、Lorraine Malkowitz、Martin S. Springer、Sandra L. Gould、Julie A. DeMartino

  DOI：10.1016/s0960-894x(01)00491-7

  日期：2001.9

  Structure-activity relationship studies directed toward the optimization of (2S)-2-(3-chlorophenyl)-1-[N-(methyl)-N-(phenylsulfonyl)amino]-4-[-(substituted)piperidin-1-yl]butanes as CCR5 antagonists resulted in the synthesis of the spiro-indanone derivative 8c (IC50 = 5 nM). These and previous results are summarized in a proposed pharmacophore model for this class of CCR5 antagonist. (C) 2001 Elsevier Science Ltd. All rights reserved.