(4S,18S)-4,18-di((S)-sec-butyl)-7-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.15,8.112,15]tetracosa-1(21),5(23),7,12(24),14,19(22)-hexaene-2,9,16-trione | 1393112-58-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: (4S,18S)-4,18-di((S)-sec-butyl)-7-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.15,8.112,15]tetracosa-1(21),5(23),7,12(24),14,19(22)-hexaene-2,9,16-trione
• 英文别名: Macrocycle；(4S,18S)-4,18-bis[(2S)-butan-2-yl]-7-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexazatetracyclo[17.2.1.15,8.112,15]tetracosa-1(21),5(24),7,12(23),14,19(22)-hexaene-2,9,16-trione
• CAS: 1393112-58-7
• 化学式: C₂₄H₃₀N₆O₄S₂
• 分子量: 530.672
• InChiKey: LGAILEFNHXWAJP-BMEPFDOTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  36
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  196
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  (S)-2-((1S,2S)-1-((tert-butoxycarbonyl)amino)-2-methylbutyl)-4,5-dihydrooxazole-4-carboxylic acid methyl ester 在 盐酸 、 4-二甲氨基吡啶 、 三氯溴甲烷 、 二乙胺基三氟化硫 、 硫化氢 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 、 N,N-二异丙基乙胺 、 potassium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 75.0h， 生成 (4S,18S)-4,18-di((S)-sec-butyl)-7-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.15,8.112,15]tetracosa-1(21),5(23),7,12(24),14,19(22)-hexaene-2,9,16-trione
  参考文献：
  名称：

  Synthesis of a Microcystis aeruginosa predicted metabolite with antimalarial activity

  摘要：

  The synthesis of a Microcystis aeruginosa predicted metabolite analog of aerucyclamide B was performed. This hexacyclopeptide was obtained from three heterocyclic building blocks by a convergent macrocycle-assembly methodology. The compound exhibited good in vitro antiplasmodial activity (IC50: 0.18 mu M, K1, cholorquine resistant strain). (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.028

文献信息

• Synthesis of a Microcystis aeruginosa predicted metabolite with antimalarial activity
  作者：Stella Peña、Laura Scarone、Eduardo Manta、Lindsay Stewart、Vanessa Yardley、Simon Croft、Gloria Serra

  DOI：10.1016/j.bmcl.2012.06.028

  日期：2012.8

  The synthesis of a Microcystis aeruginosa predicted metabolite analog of aerucyclamide B was performed. This hexacyclopeptide was obtained from three heterocyclic building blocks by a convergent macrocycle-assembly methodology. The compound exhibited good in vitro antiplasmodial activity (IC50: 0.18 mu M, K1, cholorquine resistant strain). (c) 2012 Elsevier Ltd. All rights reserved.