Estimating the water solubilities of crystalline compounds from their chemical structures alone

被引:76
作者
McFarland, JW
Avdeef, A
Berger, CM
Raevsky, OA
机构
[1] Reckon Dat Consulting, Lyme, CT 06371 USA
[2] PION Inc, Woburn, MA 01801 USA
[3] Inst Physiol Act Cpds, Chernogolovka 142432, Moscow Region, Russia
来源
JOURNAL OF CHEMICAL INFORMATION AND COMPUTER SCIENCES | 2001年 / 41卷 / 05期
关键词
D O I
10.1021/ci0102822
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Partial atomic charges are significant descriptors in predicting the water solubilities of crystalline organic compounds from their chemical structures. Lipophilicity remains the predominant factor. It was also found that quantitative estimates of hydrogen bond strengths (hydrogen bond factors) play important roles. These descriptors can be easily interpreted to guide chemists to the synthesis of compounds with increased or decreased water solubility. This work is based on a set of 22 compounds the aqueous solubilities of which were determined by a new potentiometric method, pSOL, and were confirmed, in part, by the traditional shake-flask method. A new software package, HYBOTPLUS, furnished the partial atomic charges and hydrogen bond factors.
引用
收藏
页码:1355 / 1359
页数:5
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