[[(3R)-4-[[3-[2-[2-[[(2R,3S,4R,5R,6R)-5-amino-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy-3,4-dihydroxyoxan-2-yl]methylamino]-2-oxoethyl]sulfanylethylamino]-3-oxopropyl]amino]-3-hydroxy-2,2-dimethyl-4-oxobutoxy]-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methyl hydrogen phosphate | 872054-79-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - S-烷基辅酶A
• 英文名称: [[(3R)-4-[[3-[2-[2-[[(2R,3S,4R,5R,6R)-5-amino-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy-3,4-dihydroxyoxan-2-yl]methylamino]-2-oxoethyl]sulfanylethylamino]-3-oxopropyl]amino]-3-hydroxy-2,2-dimethyl-4-oxobutoxy]-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methyl hydrogen phosphate
• CAS: 872054-79-0
• 化学式: C₃₅H₆₂N₁₁O₂₃P₃S
• 分子量: 1129.92
• InChiKey: VBTCJIWMBHUMSG-YSFFLRGASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -17.6
• 重原子数：
  73
• 可旋转键数：
  25
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  578
• 氢给体数：
  17
• 氢受体数：
  31

反应信息

• 作为反应物：
  描述：

  [[(3R)-4-[[3-[2-[2-[[(2R,3S,4R,5R,6R)-5-amino-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy-3,4-dihydroxyoxan-2-yl]methylamino]-2-oxoethyl]sulfanylethylamino]-3-oxopropyl]amino]-3-hydroxy-2,2-dimethyl-4-oxobutoxy]-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methyl hydrogen phosphate 在 ammonium peroxydisulfate 作用下， 反应 1.0h， 以61%的产率得到
  参考文献：
  名称：

  Inhibitors of aminoglycoside 6'-N-acetyltransferases, compositions and uses thereof

  摘要：

  本发明涉及公式I的氨基糖苷6'-N-乙酰转移酶抑制剂：R—X—Y-Z 其中：R选自以下组成的群体：R1选自OH和R2选自OH和R3选自NH2和OH；R4选自NH2和R5选自OMe、OEt、OPr和O-iPr；X选自NH和O；Y选自以下组成的群体：R6选自OH、CH3和OCH3；n为1至10的整数；Z选自以下组成的群体：和R7选自OH、OMe、OEt、OPr、O-iPr、O-tBu。

  公开号：

  US20060211634A1
• 作为产物：
  描述：

  在 dephosphocoenzyme A kinase 5’-三磷酸腺苷 作用下， 生成 [[(3R)-4-[[3-[2-[2-[[(2R,3S,4R,5R,6R)-5-amino-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy-3,4-dihydroxyoxan-2-yl]methylamino]-2-oxoethyl]sulfanylethylamino]-3-oxopropyl]amino]-3-hydroxy-2,2-dimethyl-4-oxobutoxy]-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methyl hydrogen phosphate
  参考文献：
  名称：

  [EN] COMPOUNDS FOR USE IN THE TREATMENT OF BACTERIAL INFECTION
  [FR] COMPOSÉS UTILISÉS POUR TRAITER UNE INFECTION BACTÉRIENNE

  摘要：

  本发明涉及一种化合物，其化学式为1A：或其药学上可接受的盐：其中R1至R4、R7、R9至R12和Y如本文所定义。该发明还涉及包含所述化合物或其药学上可接受的盐的药物组合物；以及使用该组合物来减少或逆转至少一种氨基糖苷类抗生素对细菌的抗药性的方法。

  公开号：

  WO2012097454A1

文献信息

• Regio- and Chemoselective 6′-N-Derivatization of Aminoglycosides: Bisubstrate Inhibitors as Probes To Study Aminoglycoside 6′-N-Acetyltransferases
  作者：Feng Gao、Xuxu Yan、Oliver M. Baettig、Albert M. Berghuis、Karine Auclair

  DOI：10.1002/anie.200501399

  日期：2005.10.28
• Inhibitors of aminoglycoside 6'-N-acetyltransferases, compositions and uses thereof
  申请人：Auclair Karine

  公开号：US20060211634A1

  公开（公告）日：2006-09-21

  The present invention relates to inhibitors of aminoglycoside 6′-N-acetyltransferases of Formula I: R—X—Y-Z  Formula I wherein: R is selected from the group consisting of: R 1 is selected from the group consisting of OH and R 2 is selected from the group consisting of OH and R 3 is selected from the group consisting of NH 2 and OH; R 4 is selected from the group consisting of NH 2 and R 5 is selected from the group consisting of OMe, OEt OPr, and O-iPr; X is selected from the group consisting of NH and O; Y is selected from the group consisting of: R 6 is selected from the group consisting of OH, CH 3 , and OCH 3 ; n is an integer ranging from 1 to 10; and Z is selected from the group consisting of: and R 7 is selected from the group consisting of OH, OMe, OEt OPr, O-iPr, O-tBu and

  本发明涉及公式I的氨基糖苷6'-N-乙酰转移酶抑制剂：R—X—Y-Z 其中：R选自以下组成的群体：R1选自OH和R2选自OH和R3选自NH2和OH；R4选自NH2和R5选自OMe、OEt、OPr和O-iPr；X选自NH和O；Y选自以下组成的群体：R6选自OH、CH3和OCH3；n为1至10的整数；Z选自以下组成的群体：和R7选自OH、OMe、OEt、OPr、O-iPr、O-tBu。
• [EN] COMPOUNDS FOR USE IN THE TREATMENT OF BACTERIAL INFECTION<br/>[FR] COMPOSÉS UTILISÉS POUR TRAITER UNE INFECTION BACTÉRIENNE
  申请人：UNIV MCGILL

  公开号：WO2012097454A1

  公开（公告）日：2012-07-26

  This invention relates to a compound of Formula 1A: or a pharmaceutically acceptable salt thereof: wherein R1 to R4. R7, R9 to R12 and Y are as defined herein. The invention further relates to pharmaceutical composition comprising said compound or a pharmaceutically acceptable salt thereof; and method of using same for reducing or reversing bacterial resistance to at least one aminoglycoside antibiotic.

  本发明涉及一种化合物，其化学式为1A：或其药学上可接受的盐：其中R1至R4、R7、R9至R12和Y如本文所定义。该发明还涉及包含所述化合物或其药学上可接受的盐的药物组合物；以及使用该组合物来减少或逆转至少一种氨基糖苷类抗生素对细菌的抗药性的方法。