A theoretical study of the structure and protonation of Palbociclib (PD 0332991)

被引：10

作者：

Alkorta, Ibon ^{[1
]}

Elguero, Jose ^{[1
]}

机构：

[1] IQM CSIC, Inst Quim Med, E-28006 Madrid, Spain

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2014年 / 1056卷

关键词：

Palbociclib; Pyrido[2,3-d]pyrimidinone; Protonation; B3LYP/6-311++G(d; p); GIAO; MOLECULAR-ORBITAL METHODS; NMR CHEMICAL-SHIFTS; STATISTICAL-ANALYSIS; THERMOCHEMISTRY; C-13;

D O I：

10.1016/j.molstruc.2013.10.040

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The geometry, protonation and chemical shifts of the important new drug, Palbociclib (8-cyclopentyl-6-ethanoyl-5-methyl-2-(5-(piperazin-1-yl)pyridin-2-ylamino)pyrido[2,3-d]pyrimidin-7(8H)-one), have been studied theoretically. The conclusion is that in the active site of its target enzyme, Palbociclib exists as a cation protonated on the nitrogen atom of the pyridine ring. The tautomerism of the neutral form in solution has also been determined indicating that it is a mixture of two imino tautomers in fast equilibrium. (C) 2013 Elsevier B.V. All rights reserved.

引用

页码：209 / 215

页数：7

共 27 条

[1] Gas phase protonation of α, β and γ-dicarbonyls:: Thermochemistry and structures [J].