3-[[2-[[4-[2-[(8R,9S,13S,14S,17S)-3,17-dihydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]ethynyl]phenyl]methylamino]cyclohexyl]amino]-4-(pyridin-2-ylamino)cyclobut-3-ene-1,2-dione | 1443471-49-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 3-[[2-[[4-[2-[(8R,9S,13S,14S,17S)-3,17-dihydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]ethynyl]phenyl]methylamino]cyclohexyl]amino]-4-(pyridin-2-ylamino)cyclobut-3-ene-1,2-dione
• CAS: 1443471-49-5
• 化学式: C₄₂H₄₆N₄O₄
• 分子量: 670.852
• InChiKey: BLWQNACWPSTTGK-ZZLCUJIISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  50
• 可旋转键数：
  9
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  124
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3-[[2-[[4-[2-[(8R,9S,13S,14S,17S)-3,17-dihydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]ethynyl]phenyl]methylamino]cyclohexyl]amino]-4-(pyridin-2-ylamino)cyclobut-3-ene-1,2-dione 、 nickel dichloride 以 甲醇 为溶剂， 以45%的产率得到
  参考文献：
  名称：

  Design, synthesis and biological evaluation of novel estrogen-derived steroid metal complexes

  摘要：

  A new series of estrogen-derived metal complexes were synthesized and characterized. The functionalized estrogen receptor ligands were prepared by a four-step synthetic strategy, and then three transition metal Pd, Ni, Zn were introduced readily to give the title metal complexes, in which the squaramide was introduced as ion acceptor for the first time in the development of estrogen-derived metal complexes for estrogen receptor. Upon binding to estrogen receptors, all of the estrogen conjugates exhibited acceptable binding affinity (up to 4.04% relative to estradiol), and in transcription assays, all the compounds are agonists on ER alpha. Molecular modeling studies suggest a structural basis for the agonist activity of these compounds. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.088
• 作为产物：
  描述：

  17α-[(4-formylphenyl)]ethynylestra-1,3,5-(10)triene-3,17β-diol 在 sodium tetrahydroborate 、 potassium carbonate 、 三乙胺 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.5h， 生成 3-[[2-[[4-[2-[(8R,9S,13S,14S,17S)-3,17-dihydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]ethynyl]phenyl]methylamino]cyclohexyl]amino]-4-(pyridin-2-ylamino)cyclobut-3-ene-1,2-dione
  参考文献：
  名称：

  Design, synthesis and biological evaluation of novel estrogen-derived steroid metal complexes

  摘要：

  A new series of estrogen-derived metal complexes were synthesized and characterized. The functionalized estrogen receptor ligands were prepared by a four-step synthetic strategy, and then three transition metal Pd, Ni, Zn were introduced readily to give the title metal complexes, in which the squaramide was introduced as ion acceptor for the first time in the development of estrogen-derived metal complexes for estrogen receptor. Upon binding to estrogen receptors, all of the estrogen conjugates exhibited acceptable binding affinity (up to 4.04% relative to estradiol), and in transcription assays, all the compounds are agonists on ER alpha. Molecular modeling studies suggest a structural basis for the agonist activity of these compounds. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.088