tert-butyl N-[(3S,6S,13S)-13-[(1S,3R)-3-{[(1S)-1-(benzylcarbamoyl)-2-methylpropyl]carbamoyl}-1-hydroxy-3-methylpropyl]-3-methyl-2,5-dioxo-1,4-diazacyclotridecan-6-yl]carbamate | 873017-34-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: tert-butyl N-[(3S,6S,13S)-13-[(1S,3R)-3-{[(1S)-1-(benzylcarbamoyl)-2-methylpropyl]carbamoyl}-1-hydroxy-3-methylpropyl]-3-methyl-2,5-dioxo-1,4-diazacyclotridecan-6-yl]carbamate
• 英文别名: tert-butyl N-[(3S,6S,13S)-13-[(1S,3R)-4-[[(2S)-1-(benzylamino)-3-methyl-1-oxobutan-2-yl]amino]-1-hydroxy-3-methyl-4-oxobutyl]-3-methyl-2,5-dioxo-1,4-diazacyclotridec-6-yl]carbamate
• CAS: 873017-34-6
• 化学式: C₃₄H₅₅N₅O₇
• 分子量: 645.84
• InChiKey: YQCZIMYKFGVRCA-DPWFGKHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  46
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  175
• 氢给体数：
  6
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(3S,6S,13S)-13-[(1S,3R)-3-{[(1S)-1-(benzylcarbamoyl)-2-methylpropyl]carbamoyl}-1-hydroxy-3-methylpropyl]-3-methyl-2,5-dioxo-1,4-diazacyclotridecan-6-yl]carbamate 在 盐酸 作用下， 生成
  参考文献：
  名称：

  Macrocyclic peptidomimetic inhibitors of β-secretase (BACE): First X-ray structure of a macrocyclic peptidomimetic-BACE complex

  摘要：

  The synthesis of novel macrocyclic peptidomimetic inhibitors of the enzyme BACE1 is described. These macrocycles are derived from a hydroxypthylene core structure. Compound 7 was co-crystallized with BACE1 and the X-ray structure of the complex elucidated at 1.6 angstrom resolution. This molecule inhibits the production of the A beta peptide in HEK293 cells overexpressing APP751sw. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.003
• 作为产物：
  描述：

  (S)-2-tert-butoxycarbonylamino-hex-5-enoic acid methyl ester 在 4-二甲氨基吡啶 N-甲基吗啉 、 2-羟基吡啶 、 四氢化物钛 、 lithium aluminium tetrahydride 、 Grubbs catalyst first generation 、 TEA 、 氢气 、 铜 、 1-羟基苯并三唑 、 caesium carbonate 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 lithium hexamethyldisilazane 、 锌 、 氯甲酸异丁酯 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 生成 tert-butyl N-[(3S,6S,13S)-13-[(1S,3R)-3-{[(1S)-1-(benzylcarbamoyl)-2-methylpropyl]carbamoyl}-1-hydroxy-3-methylpropyl]-3-methyl-2,5-dioxo-1,4-diazacyclotridecan-6-yl]carbamate
  参考文献：
  名称：

  Macrocyclic peptidomimetic inhibitors of β-secretase (BACE): First X-ray structure of a macrocyclic peptidomimetic-BACE complex

  摘要：

  The synthesis of novel macrocyclic peptidomimetic inhibitors of the enzyme BACE1 is described. These macrocycles are derived from a hydroxypthylene core structure. Compound 7 was co-crystallized with BACE1 and the X-ray structure of the complex elucidated at 1.6 angstrom resolution. This molecule inhibits the production of the A beta peptide in HEK293 cells overexpressing APP751sw. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.003

文献信息

• Macrocyclic peptidomimetic inhibitors of β-secretase (BACE): First X-ray structure of a macrocyclic peptidomimetic-BACE complex
  作者：Isabel Rojo、José Alfredo Martín、Howard Broughton、David Timm、Jon Erickson、Hsiu-Chiung Yang、James R. McCarthy

  DOI：10.1016/j.bmcl.2005.09.003

  日期：2006.1

  The synthesis of novel macrocyclic peptidomimetic inhibitors of the enzyme BACE1 is described. These macrocycles are derived from a hydroxypthylene core structure. Compound 7 was co-crystallized with BACE1 and the X-ray structure of the complex elucidated at 1.6 angstrom resolution. This molecule inhibits the production of the A beta peptide in HEK293 cells overexpressing APP751sw. (c) 2005 Elsevier Ltd. All rights reserved.