[4-({4-[(4-{4-[2-(6-Benzyloxy-3-chloromethyl-2,3-dihydro-indole-1-carbonyl)-benzofuran-5-ylcarbamoyl]-butyrylamino}-1-methyl-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-pyrrole-2-carbonyl}-amino)-butyl]-carbamic acid tert-butyl ester | 489457-62-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: [4-({4-[(4-{4-[2-(6-Benzyloxy-3-chloromethyl-2,3-dihydro-indole-1-carbonyl)-benzofuran-5-ylcarbamoyl]-butyrylamino}-1-methyl-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-pyrrole-2-carbonyl}-amino)-butyl]-carbamic acid tert-butyl ester
• CAS: 489457-62-7
• 化学式: C₅₁H₅₇ClN₈O₉
• 分子量: 961.515
• InChiKey: DUJDSWMEVQZSTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.71
• 重原子数：
  69.0
• 可旋转键数：
  19.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  207.27
• 氢给体数：
  5.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  [4-({4-[(4-{4-[2-(6-Benzyloxy-3-chloromethyl-2,3-dihydro-indole-1-carbonyl)-benzofuran-5-ylcarbamoyl]-butyrylamino}-1-methyl-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-pyrrole-2-carbonyl}-amino)-butyl]-carbamic acid tert-butyl ester 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 生成 Pentanedioic acid {5-[5-(4-amino-butylcarbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-1-methyl-1H-pyrrol-3-yl}-amide [2-(3-chloromethyl-6-hydroxy-2,3-dihydro-indole-1-carbonyl)-benzofuran-5-yl]-amide; hydrochloride
  参考文献：
  名称：

  Sequence selective recognition of DNA by hairpin conjugates of a racemic seco-cyclopropaneindoline-2-benzofurancarboxamide and polyamides

  摘要：

  Conjugates of racemic seco-cyclopropaneindoline-2-benzofurancarboxamide (CI-Bf) and four diamides (ImIm 1, ImPy 2, PyIm 3, and PyPy 4, where Py is pyrrole, and Im is imidazole), linked by a gamma-aminobutyrate group were synthesized. In addition to alkylating at adenine-N3 positions within an A(5) sequence, the imidazole-containing compounds 1 and 2 were found to also alkylate purine-N3 positions within a sequence 3'-GGGGGGA(888)CTGCTC(894)-5'. A model for the binding of hairpin conjugates I and 2 with the 3'-GACT-5' sequence is proposed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00341-4
• 作为产物：
  描述：

  (6-Benzyloxy-3-chloromethyl-2,3-dihydro-indol-1-yl)-(5-nitro-benzofuran-2-yl)-methanone 在 platinum(IV) oxide 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 [4-({4-[(4-{4-[2-(6-Benzyloxy-3-chloromethyl-2,3-dihydro-indole-1-carbonyl)-benzofuran-5-ylcarbamoyl]-butyrylamino}-1-methyl-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-pyrrole-2-carbonyl}-amino)-butyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Sequence selective recognition of DNA by hairpin conjugates of a racemic seco-cyclopropaneindoline-2-benzofurancarboxamide and polyamides

  摘要：

  Conjugates of racemic seco-cyclopropaneindoline-2-benzofurancarboxamide (CI-Bf) and four diamides (ImIm 1, ImPy 2, PyIm 3, and PyPy 4, where Py is pyrrole, and Im is imidazole), linked by a gamma-aminobutyrate group were synthesized. In addition to alkylating at adenine-N3 positions within an A(5) sequence, the imidazole-containing compounds 1 and 2 were found to also alkylate purine-N3 positions within a sequence 3'-GGGGGGA(888)CTGCTC(894)-5'. A model for the binding of hairpin conjugates I and 2 with the 3'-GACT-5' sequence is proposed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00341-4