(1S,3S,7S,10R,11S,12S,16S)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-18-(4-propan-2-ylphenyl)-4,19-dioxa-17-azabicyclo[14.3.0]nonadec-17-ene-5,9-dione | 1186198-41-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: (1S,3S,7S,10R,11S,12S,16S)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-18-(4-propan-2-ylphenyl)-4,19-dioxa-17-azabicyclo[14.3.0]nonadec-17-ene-5,9-dione
• CAS: 1186198-41-3
• 化学式: C₃₆H₅₀N₂O₆S
• 分子量: 638.869
• InChiKey: JHOMJUVDDNTFCF-YBCPOOKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  45
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  147
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  、 4-isopropyl-benzimidic acid ethyl ester; hydrochloride 在 乙醇 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 (1S,3S,7S,10R,11S,12S,16S)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-18-(4-propan-2-ylphenyl)-4,19-dioxa-17-azabicyclo[14.3.0]nonadec-17-ene-5,9-dione
  参考文献：
  名称：

  Synthesis and SAR of C12–C13-oxazoline derivatives of epothilone A

  摘要：

  The SAR of a series of new epothilone A derivatives with a 2-substituted-1,3-oxazoline moiety trans-fused to the C12-C13 bond of the deoxy macrocycle have been investigated with regard to tubulin polymerization induction and cancer cell growth inhibition. Significant differences in antiproliferative activity were observed between different analogs, depending on the nature of the substituent at the 2-position of the oxazoline ring. The most potent compounds showed comparable activity with the natural product epothilone A. Modeling studies provide a preliminary rationale for the observed SAR. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.112

文献信息

• Synthesis and SAR of C12–C13-oxazoline derivatives of epothilone A
  作者：Bernhard Pfeiffer、Kurt Hauenstein、Philipp Merz、Jürg Gertsch、Karl-Heinz Altmann

  DOI：10.1016/j.bmcl.2009.04.112

  日期：2009.7

  The SAR of a series of new epothilone A derivatives with a 2-substituted-1,3-oxazoline moiety trans-fused to the C12-C13 bond of the deoxy macrocycle have been investigated with regard to tubulin polymerization induction and cancer cell growth inhibition. Significant differences in antiproliferative activity were observed between different analogs, depending on the nature of the substituent at the 2-position of the oxazoline ring. The most potent compounds showed comparable activity with the natural product epothilone A. Modeling studies provide a preliminary rationale for the observed SAR. (C) 2009 Elsevier Ltd. All rights reserved.