{(S)-2-Methyl-1-[(pyridin-4-ylmethyl)-carbamoyl]-propyl}-carbamic acid tert-butyl ester | 128211-49-4

• 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: {(S)-2-Methyl-1-[(pyridin-4-ylmethyl)-carbamoyl]-propyl}-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(2S)-3-methyl-1-oxo-1-(pyridin-4-ylmethylamino)butan-2-yl]carbamate
• CAS: 128211-49-4
• 化学式: C₁₆H₂₅N₃O₃
• 分子量: 307.393
• InChiKey: UKLCMOXSKKQZLA-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  80.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  {(S)-2-Methyl-1-[(pyridin-4-ylmethyl)-carbamoyl]-propyl}-carbamic acid tert-butyl ester 在 2-羟基吡啶 、 盐酸 作用下， 生成 tert-butyl N-[(3S,6S,13S)-13-[(1S,3R)-1-hydroxy-3-methyl-3-{[(1S)-2-methyl-1-[(pyridin-4-ylmethyl)carbamoyl]propyl]carbamoyl}propyl]-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
• 作为产物：
  描述：

  4-甲氨基吡啶 、 N-Boc-L-缬氨酸 在 4-二甲氨基吡啶 TEA 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 生成 {(S)-2-Methyl-1-[(pyridin-4-ylmethyl)-carbamoyl]-propyl}-carbamic acid tert-butyl ester
  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

• Retroviral protease binding peptides
  申请人：SMITHKLINE BECKMAN CORPORATION

  公开号：EP0352000A2

  公开（公告）日：1990-01-24

  Peptide mimics of the retrovirus protease polyprotein substrate bind to viral proteases and are useful in assaying for protease activity or inhibiting protease activity and in treating viral disease.

  逆转录病毒蛋白酶多聚蛋白底物的多肽模拟物与病毒蛋白酶结合，可用于检测蛋白酶活性或抑制蛋白酶活性以及治疗病毒性疾病。
• [EN] RETROVIRAL PROTEASE BINDING PEPTIDES
  申请人：SMITHKLINE BECKMAN CORPORATION

  公开号：WO1990000399A1

  公开（公告）日：1990-01-25

  (EN) Peptide mimics of the retrovirus protease polyprotein substrate bind to viral proteases and are useful in assaying for protease activity or inhibiting protease activity and in treating viral disease.(FR) Des mimes peptidiques du substrat de polyprotéine de protéase de rétrovirus se lient à des protéases virales et sont utiles pour déterminer l'activité de la protéase ou pour inhiber son activité et dans le traitement de maladies virales.
• 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.