N-[5-({[5-({[2-(methylcarbamoyl)ethyl]amino}carbonyl)-1-methyl-1H-pyrrol-3-yl]amino}carbonyl)-1-methyl-1H-pyrrol-3-yl]-4-[N,N-bis(oxiranylmethyl)amino]-1-methyl-1H-pyrrole-2-carboxamide

• 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: N-[5-({[5-({[2-(methylcarbamoyl)ethyl]amino}carbonyl)-1-methyl-1H-pyrrol-3-yl]amino}carbonyl)-1-methyl-1H-pyrrol-3-yl]-4-[N,N-bis(oxiranylmethyl)amino]-1-methyl-1H-pyrrole-2-carboxamide
• 英文别名: 4-[[4-[[4-[bis(oxiran-2-ylmethyl)amino]-1-methylpyrrole-2-carbonyl]amino]-1-methylpyrrole-2-carbonyl]amino]-1-methyl-N-[3-(methylamino)-3-oxopropyl]pyrrole-2-carboxamide
• 化学式: C₂₈H₃₆N₈O₆
• 分子量: 580.644
• InChiKey: BIFAMVWTDMRLEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  42
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  160
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  偏端霉素A盐酸盐 在 盐酸 、 TEA 、 水 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 生成 N-[5-({[5-({[2-(methylcarbamoyl)ethyl]amino}carbonyl)-1-methyl-1H-pyrrol-3-yl]amino}carbonyl)-1-methyl-1H-pyrrol-3-yl]-4-[N,N-bis(oxiranylmethyl)amino]-1-methyl-1H-pyrrole-2-carboxamide
  参考文献：
  名称：

  Design, Synthesis and Growth Inhibition Activity of Bis-Epoxyethyl Derivatives of Stallimycin Modified on the Amidino Moiety

  摘要：

  Derivatives 3-6 of stallimycin (distamycin A) rnodified a t the C-terminal amidine moiety and tethered to a bis-epoxyethyl moiety (as DNA alkylating unit) at the N-terminal position have been prepared and tested for in vitro cytotoxic activity against two different leukemik cell lines, K562 and L1210. None of the compounds without epoxide was active. A comparison of the biological activity related to the diepoxy compounds 3-6 with different non-basic amidine modified moieties, showed low activity for the carbamoyl and N-methyl carbamoyl derivatives (compounds 5 and 6, respectively), moderate activity for the amidoxime analogue 4, good activity for the cyanamidine derivative 3.

  DOI：

  10.1007/s00044-004-0034-6

文献信息

• Design, Synthesis and Growth Inhibition Activity of Bis-Epoxyethyl Derivatives of Stallimycin Modified on the Amidino Moiety
  作者：Romeo Romagnoli、Pier Giovanni Baraldi、Maria Giovanna Pavani、Francesca Fruttarolo、Delia Preti、Andrea Bovero、Mojgan Aghazadhe Tabrizi、Nicoletta Bianchi、Roberto Gambari

  DOI：10.1007/s00044-004-0034-6

  日期：2004.6

  Derivatives 3-6 of stallimycin (distamycin A) rnodified a t the C-terminal amidine moiety and tethered to a bis-epoxyethyl moiety (as DNA alkylating unit) at the N-terminal position have been prepared and tested for in vitro cytotoxic activity against two different leukemik cell lines, K562 and L1210. None of the compounds without epoxide was active. A comparison of the biological activity related to the diepoxy compounds 3-6 with different non-basic amidine modified moieties, showed low activity for the carbamoyl and N-methyl carbamoyl derivatives (compounds 5 and 6, respectively), moderate activity for the amidoxime analogue 4, good activity for the cyanamidine derivative 3.