Pentanedioic acid {5-[2-(4-amino-butylcarbamoyl)-1-methyl-1H-imidazol-4-ylcarbamoyl]-1-methyl-1H-pyrrol-3-yl}-amide [2-(3-chloromethyl-6-hydroxy-2,3-dihydro-indole-1-carbonyl)-benzofuran-5-yl]-amide; hydrochloride

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: Pentanedioic acid {5-[2-(4-amino-butylcarbamoyl)-1-methyl-1H-imidazol-4-ylcarbamoyl]-1-methyl-1H-pyrrol-3-yl}-amide [2-(3-chloromethyl-6-hydroxy-2,3-dihydro-indole-1-carbonyl)-benzofuran-5-yl]-amide; hydrochloride
• 英文别名: N'-[5-[[2-(4-aminobutylcarbamoyl)-1-methylimidazol-4-yl]carbamoyl]-1-methylpyrrol-3-yl]-N-[2-[3-(chloromethyl)-6-hydroxy-2,3-dihydroindole-1-carbonyl]-1-benzofuran-5-yl]pentanediamide;hydrochloride
• 化学式: C₃₈H₄₂ClN₉O₇*ClH
• 分子量: 808.722
• InChiKey: KGLPYRXATYXKLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.08
• 重原子数：
  56
• 可旋转键数：
  15
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  219
• 氢给体数：
  7
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2-[4-benzyloxy-2-nitrophenyl]-1,3-dichloropropane 在 platinum(IV) oxide 、 palladium on activated charcoal 盐酸 、 4-二甲氨基吡啶 、 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 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 生成 Pentanedioic acid {5-[2-(4-amino-butylcarbamoyl)-1-methyl-1H-imidazol-4-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

文献信息

• Sequence selective recognition of DNA by hairpin conjugates of a racemic seco-cyclopropaneindoline-2-benzofurancarboxamide and polyamides
  作者：James L Toth、Carly A Price、Erik C Madsen、Heather L Handl、Stephen J Hudson、Richard B Hubbard, III、J.Phillip Bowen、Konstantinos Kiakos、John A Hartley、Moses Lee

  DOI：10.1016/s0960-894x(02)00341-4

  日期：2002.8

  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.