methyl (2S)-2-[[(2S)-2-[[(2S)-2-[(2-hydroxy-4-methylbenzoyl)amino]-3-methylbutanoyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoate | 1027591-17-8

• 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: methyl (2S)-2-[[(2S)-2-[[(2S)-2-[(2-hydroxy-4-methylbenzoyl)amino]-3-methylbutanoyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoate
• CAS: 1027591-17-8
• 化学式: C₂₈H₃₇N₃O₆S
• 分子量: 543.684
• InChiKey: IXOVYVZILKBQMD-FIXSFTCYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  38
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  159
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl (2S)-2-[[(2S)-2-[[(2S)-2-[(2-hydroxy-4-methylbenzoyl)amino]-3-methylbutanoyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 (2S)-2-[[(2S)-2-[[(2S)-2-[(2-hydroxy-4-methylbenzoyl)amino]-3-methylbutanoyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoic acid
  参考文献：
  名称：

  Phenol-derived CVFM analog inhibitors of Ras Farnesyltransferase possessing cellular in vitro activity 1

  摘要：

  A study was performed on structure-activity relationships of a series of phenol-derived, CVFM analogs, inhibitors of Pas Farnesyltransferase (FTase). The effect of various substituents on the phenol ring was examined, while the VFM moiety of the potent inhibitor CVFM was kept constant. The FTase inhibitory activity, reported as IC50 in table I, was influenced by both the chemical properties and the relative position of the substituents on the phenolic ring. The most active compounds in this series contained a chloro or bromine substituent on the phenolic ring. Subsequently we have tested the effects of these FTase inhibitors on the anchorage-dependent growth of two rat epithelial cell lines, FRTL-5 and the same line v-Ha-ras transformed, While most of the compounds were inactive, two showed a growth inhibitory effect: compound 4 was active against normal as well against transformed cells while derivative 13 was active only against transformed cells. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(98)80031-7
• 作为产物：
  描述：

  L-苯丙氨酸苄酯盐酸盐 在 palladium on activated charcoal 盐酸 、 氢气 、 1-羟基苯并三唑 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 苯甲醚 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 21.25h， 生成 methyl (2S)-2-[[(2S)-2-[[(2S)-2-[(2-hydroxy-4-methylbenzoyl)amino]-3-methylbutanoyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoate
  参考文献：
  名称：

  Phenol-derived CVFM analog inhibitors of Ras Farnesyltransferase possessing cellular in vitro activity 1

  摘要：

  A study was performed on structure-activity relationships of a series of phenol-derived, CVFM analogs, inhibitors of Pas Farnesyltransferase (FTase). The effect of various substituents on the phenol ring was examined, while the VFM moiety of the potent inhibitor CVFM was kept constant. The FTase inhibitory activity, reported as IC50 in table I, was influenced by both the chemical properties and the relative position of the substituents on the phenolic ring. The most active compounds in this series contained a chloro or bromine substituent on the phenolic ring. Subsequently we have tested the effects of these FTase inhibitors on the anchorage-dependent growth of two rat epithelial cell lines, FRTL-5 and the same line v-Ha-ras transformed, While most of the compounds were inactive, two showed a growth inhibitory effect: compound 4 was active against normal as well against transformed cells while derivative 13 was active only against transformed cells. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(98)80031-7

文献信息

• Phenol-derived CVFM analog inhibitors of Ras Farnesyltransferase possessing cellular in vitro activity 1
  作者：Giuseppe Caliendo、Ferdinando Fiorino、Paolo Grieco、Elisa Perissutti、Anna Ramunno、Vincenzo Santagada、Stefania Albrizio、Daniela Califano、Ada Giuliano、Giovanni Santelli

  DOI：10.1016/s0223-5234(98)80031-7

  日期：1998.9

  A study was performed on structure-activity relationships of a series of phenol-derived, CVFM analogs, inhibitors of Pas Farnesyltransferase (FTase). The effect of various substituents on the phenol ring was examined, while the VFM moiety of the potent inhibitor CVFM was kept constant. The FTase inhibitory activity, reported as IC50 in table I, was influenced by both the chemical properties and the relative position of the substituents on the phenolic ring. The most active compounds in this series contained a chloro or bromine substituent on the phenolic ring. Subsequently we have tested the effects of these FTase inhibitors on the anchorage-dependent growth of two rat epithelial cell lines, FRTL-5 and the same line v-Ha-ras transformed, While most of the compounds were inactive, two showed a growth inhibitory effect: compound 4 was active against normal as well against transformed cells while derivative 13 was active only against transformed cells. (C) Elsevier, Paris.