tert-butyl ((S)-5-(3-(mesitylsulfonyl)guanidino)-1-(((R)-1-(naphthalen-1-yl)ethyl)amino)-1-oxopentan-2-yl)carbamate | 1383122-76-6

• 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: tert-butyl ((S)-5-(3-(mesitylsulfonyl)guanidino)-1-(((R)-1-(naphthalen-1-yl)ethyl)amino)-1-oxopentan-2-yl)carbamate
• CAS: 1383122-76-6
• 化学式: C₃₂H₄₃N₅O₅S
• 分子量: 609.79
• InChiKey: IMPMSOPSIYIMBW-KCWPFWIISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.12
• 重原子数：
  43.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  149.48
• 氢给体数：
  5.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  tert-butyl ((S)-5-(3-(mesitylsulfonyl)guanidino)-1-(((R)-1-(naphthalen-1-yl)ethyl)amino)-1-oxopentan-2-yl)carbamate 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 43.0h， 生成 4-fluoro-N-(4-(((S)-5-(3-(mesitylsulfonyl)guanidino)-1-(((R)-1-(naphthalen-1-yl)ethyl)amino)-1-oxopentan-2-yl)carbamoyl)benzyl)-N-(2-(pyridin-2-yl)ethyl)benzamide
  参考文献：
  名称：

  Pharmacophore-based small molecule CXCR4 ligands

  摘要：

  Low molecular weight CXCR4 ligands were developed based on the peptide T140, which has previously been identified as a potent CXCR4 antagonist. Some compounds with naphthyl, fluorobenzyl and pyridyl moieties as pharmacophore groups in the molecule showed significant CXCR4-binding activity and anti-HIV activity. Structure-activity relationships were studied and characteristics of each of these three moieties necessary for CXCR4 binding were defined. In this way, CXCR4 ligands with two types of recognition modes for CXCR4 have been found. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.032
• 作为产物：
  描述：

  (R)-1-(1-萘基)乙胺 、 叔丁氧羰基-N'-(4-甲氧基-2,3,6-三甲基苯磺酰基)精氨酸环己基胺盐 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 tert-butyl ((S)-5-(3-(mesitylsulfonyl)guanidino)-1-(((R)-1-(naphthalen-1-yl)ethyl)amino)-1-oxopentan-2-yl)carbamate
  参考文献：
  名称：

  Pharmacophore-based small molecule CXCR4 ligands

  摘要：

  Low molecular weight CXCR4 ligands were developed based on the peptide T140, which has previously been identified as a potent CXCR4 antagonist. Some compounds with naphthyl, fluorobenzyl and pyridyl moieties as pharmacophore groups in the molecule showed significant CXCR4-binding activity and anti-HIV activity. Structure-activity relationships were studied and characteristics of each of these three moieties necessary for CXCR4 binding were defined. In this way, CXCR4 ligands with two types of recognition modes for CXCR4 have been found. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.032