[(S)-1-((S)-1-Carbamoyl-2-m-tolyl-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl ester | 886758-81-2

• 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)-1-((S)-1-Carbamoyl-2-m-tolyl-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl ester
• 英文别名: Cbz-Leu-Phe(3-Me)-NH2；benzyl N-[(2S)-1-[[(2S)-1-amino-3-(3-methylphenyl)-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]carbamate
• CAS: 886758-81-2
• 化学式: C₂₄H₃₁N₃O₄
• 分子量: 425.528
• InChiKey: YFBHMCQYKPAQHD-SFTDATJTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  31
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  111
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(S)-1-((S)-1-Carbamoyl-2-m-tolyl-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl ester 在 三乙胺 、 三氟乙酸酐 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 [(S)-1-((S)-1-Cyano-2-m-tolyl-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl ester
  参考文献：
  名称：

  Dipeptide nitrile inhibitors of cathepsin K

  摘要：

  A series of dipeptidyl nitrites as inhibitors of cathepsin K have been explored starting from lead structure 1 (Cbz-Leu-NH-CH2-CN IC50 = 39 nM). Attachment of non-natural amino acid side chains in P1 and modification of the P3 subunit led to inhibitors with higher potency and improved pharmacokinetic properties. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.104
• 作为产物：
  描述：

  BOC-L-3-甲基苯丙氨酸 在 N-甲基吗啉 、 盐酸 、 N,N-二异丙基乙胺 、 氯甲酸异丁酯 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 22.25h， 生成 [(S)-1-((S)-1-Carbamoyl-2-m-tolyl-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl ester
  参考文献：
  名称：

  Dipeptide nitrile inhibitors of cathepsin K

  摘要：

  A series of dipeptidyl nitrites as inhibitors of cathepsin K have been explored starting from lead structure 1 (Cbz-Leu-NH-CH2-CN IC50 = 39 nM). Attachment of non-natural amino acid side chains in P1 and modification of the P3 subunit led to inhibitors with higher potency and improved pharmacokinetic properties. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.104

文献信息

• Dipeptide nitrile inhibitors of cathepsin K
  作者：Eva Altmann、Reiner Aichholz、Claudia Betschart、Thomas Buhl、Jonathan Green、René Lattmann、Martin Missbach

  DOI：10.1016/j.bmcl.2006.01.104

  日期：2006.5

  A series of dipeptidyl nitrites as inhibitors of cathepsin K have been explored starting from lead structure 1 (Cbz-Leu-NH-CH2-CN IC50 = 39 nM). Attachment of non-natural amino acid side chains in P1 and modification of the P3 subunit led to inhibitors with higher potency and improved pharmacokinetic properties. (C) 2006 Elsevier Ltd. All rights reserved.