[[2-(Bis-ethoxycarbonylmethyl-amino)-ethyl]-({3-[methyl-(3-{[1-methyl-4-({1-methyl-4-[(pyridine-4-carbonyl)-amino]-1H-pyrrole-2-carbonyl}-amino)-1H-pyrrole-2-carbonyl]-amino}-propyl)-amino]-propylcarbamoyl}-methyl)-amino]-acetic acid ethyl ester | 144182-02-5

• 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: [[2-(Bis-ethoxycarbonylmethyl-amino)-ethyl]-({3-[methyl-(3-{[1-methyl-4-({1-methyl-4-[(pyridine-4-carbonyl)-amino]-1H-pyrrole-2-carbonyl}-amino)-1H-pyrrole-2-carbonyl]-amino}-propyl)-amino]-propylcarbamoyl}-methyl)-amino]-acetic acid ethyl ester
• CAS: 144182-02-5
• 化学式: C₄₁H₆₀N₁₀O₁₀
• 分子量: 852.988
• InChiKey: XVMUVKIIKXILTM-UHFFFAOYSA-N

物化性质

• 沸点：
  892.6±65.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.11
• 重原子数：
  61.0
• 可旋转键数：
  27.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  227.77
• 氢给体数：
  4.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  [[2-(Bis-ethoxycarbonylmethyl-amino)-ethyl]-({3-[methyl-(3-{[1-methyl-4-({1-methyl-4-[(pyridine-4-carbonyl)-amino]-1H-pyrrole-2-carbonyl}-amino)-1H-pyrrole-2-carbonyl]-amino}-propyl)-amino]-propylcarbamoyl}-methyl)-amino]-acetic acid ethyl ester 在 lithium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以63%的产率得到[[2-(Bis-carboxymethyl-amino)-ethyl]-({3-[methyl-(3-{[1-methyl-4-({1-methyl-4-[(pyridine-4-carbonyl)-amino]-1H-pyrrole-2-carbonyl}-amino)-1H-pyrrole-2-carbonyl]-amino}-propyl)-amino]-propylcarbamoyl}-methyl)-amino]-acetic acid
  参考文献：
  名称：

  Design of peptides that bind in the minor groove of DNA at 5'-(A,T)G(A,T)C(A,T)-3' sequences by a dimeric side-by-side motif

  摘要：

  The designed peptides pyridine-2-carboxamide-netropsin (2-PyN) and 1-methylimidazole-2-carboxamide-netropsin (2-ImN) are crescent-shaped synthetic analogs of the natural products netropsin (N) and distamycin A (D). Footprinting experiments indicate that the peptides 2-PyN and 2-ImN bind specifically the 5 base pair sequence 5'-TGTCA-3'. Affinity cleaving data suggest that the complexes, 2-ImN.5'-TGTCA-3' and 2-PyN.5'-TGTCA-3', are composed of two equivalent orientations which disfavor a 1:1 model. The footprinting and affinity cleaving data are in accord with a 2:1 complex where a novel side-by-side antiparallel dimer binds in the minor groove of double-helical DNA.

  DOI：

  10.1021/ja00049a006
• 作为产物：
  描述：

  {[2-(Bis-ethoxycarbonylmethyl-amino)-ethyl]-[(3-{methyl-[3-({1-methyl-4-[(1-methyl-4-nitro-1H-pyrrole-2-carbonyl)-amino]-1H-pyrrole-2-carbonyl}-amino)-propyl]-amino}-propylcarbamoyl)-methyl]-amino}-acetic acid ethyl ester 在 palladium on activated charcoal 氢气 、 N,N'-羰基二咪唑 作用下， 反应 37.0h， 生成 [[2-(Bis-ethoxycarbonylmethyl-amino)-ethyl]-({3-[methyl-(3-{[1-methyl-4-({1-methyl-4-[(pyridine-4-carbonyl)-amino]-1H-pyrrole-2-carbonyl}-amino)-1H-pyrrole-2-carbonyl]-amino}-propyl)-amino]-propylcarbamoyl}-methyl)-amino]-acetic acid ethyl ester
  参考文献：
  名称：

  Design of peptides that bind in the minor groove of DNA at 5'-(A,T)G(A,T)C(A,T)-3' sequences by a dimeric side-by-side motif

  摘要：

  The designed peptides pyridine-2-carboxamide-netropsin (2-PyN) and 1-methylimidazole-2-carboxamide-netropsin (2-ImN) are crescent-shaped synthetic analogs of the natural products netropsin (N) and distamycin A (D). Footprinting experiments indicate that the peptides 2-PyN and 2-ImN bind specifically the 5 base pair sequence 5'-TGTCA-3'. Affinity cleaving data suggest that the complexes, 2-ImN.5'-TGTCA-3' and 2-PyN.5'-TGTCA-3', are composed of two equivalent orientations which disfavor a 1:1 model. The footprinting and affinity cleaving data are in accord with a 2:1 complex where a novel side-by-side antiparallel dimer binds in the minor groove of double-helical DNA.

  DOI：

  10.1021/ja00049a006