5-((S)-2-{(3S,4S)-5-(3,5-difluoro-phenoxy)-3-hydroxy-4-[3-((methanesulfonyl)(methyl)amino)-5-((R)-(1-phenylethyl)carbamoyl)-benzoylamino]-pentanoylamino}-3-methylbutyrylamino)isophthalic acid | 1092973-28-8

• 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: 5-((S)-2-{(3S,4S)-5-(3,5-difluoro-phenoxy)-3-hydroxy-4-[3-((methanesulfonyl)(methyl)amino)-5-((R)-(1-phenylethyl)carbamoyl)-benzoylamino]-pentanoylamino}-3-methylbutyrylamino)isophthalic acid
• 英文别名: 5-((S)-2-{(3S,4S)-5-(3,5-Difluoro-phenoxy)-3-hydroxy-4-[3-(methanesulfonyl-methyl-amino)-5-((R)-1-phenyl-ethylcarbamoyl)-benzoylamino]-pentanoylamino}-3-methylbutyrylamino)-isophthalic acid；5-[[(2S)-2-[[(3S,4S)-5-(3,5-difluorophenoxy)-3-hydroxy-4-[[3-[methyl(methylsulfonyl)amino]-5-[[(1R)-1-phenylethyl]carbamoyl]benzoyl]amino]pentanoyl]amino]-3-methylbutanoyl]amino]benzene-1,3-dicarboxylic acid
• CAS: 1092973-28-8
• 化学式: C₄₂H₄₅F₂N₅O₁₂S
• 分子量: 881.908
• InChiKey: XYKCBRCSBVZGIL-YGZSNBDOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  62
• 可旋转键数：
  19
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  266
• 氢给体数：
  7
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  5-((S)-2-{(3S,4S)-5-(3,5-difluoro-phenoxy)-3-hydroxy-4-[3-((methanesulfonyl)(methyl)amino)-5-((R)-(1-phenylethyl)carbamoyl)-benzoylamino]-pentanoylamino}-3-methylbutyrylamino)isophthalic acid dimethyl ester 在 lithium hydroxide 、 盐酸 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 生成 5-((S)-2-{(3S,4S)-5-(3,5-difluoro-phenoxy)-3-hydroxy-4-[3-((methanesulfonyl)(methyl)amino)-5-((R)-(1-phenylethyl)carbamoyl)-benzoylamino]-pentanoylamino}-3-methylbutyrylamino)isophthalic acid
  参考文献：
  名称：

  Design, synthesis and SAR of potent statine-based BACE-1 inhibitors: Exploration of P1 phenoxy and benzyloxy residues

  摘要：

  Several BACE-1 inhibitors with low nanomolar level activities, encompassing a statine-based core structure with phenyloxymethyl- and benzyloxymethyl residues in the P1 position, are presented. The novel P1 modification introduced to allow the facile exploration of the S1 binding pocket of BACE-1, delivered highly promising inhibitors.

  DOI：

  10.1016/j.bmc.2008.09.041

文献信息

• Design, synthesis and SAR of potent statine-based BACE-1 inhibitors: Exploration of P1 phenoxy and benzyloxy residues
  作者：Marcus Bäck、Jonas Nyhlén、Ingemar Kvarnström、Sara Appelgren、Neera Borkakoti、Katarina Jansson、Jimmy Lindberg、Susanne Nyström、Anders Hallberg、Åsa Rosenquist、Bertil Samuelsson

  DOI：10.1016/j.bmc.2008.09.041

  日期：2008.11

  Several BACE-1 inhibitors with low nanomolar level activities, encompassing a statine-based core structure with phenyloxymethyl- and benzyloxymethyl residues in the P1 position, are presented. The novel P1 modification introduced to allow the facile exploration of the S1 binding pocket of BACE-1, delivered highly promising inhibitors.