Estimating the Octanol/Water Partition Coefficient for Aliphatic Organic Compounds Using Semi-Empirical Electrotopological Index

International Journal of Molecular Sciences

Erica Silva Souza³  Laize Zaramello²  Carlos Alberto Kuhnen²  Berenice da Silva Junkes¹  Rosendo Augusto Yunes³ 

[1] Instituto Federal de Educação, Ciência e Tecnologia de Santa Catarina, Avenida Mauro Ramos 950, Florianópolis, SC 88020-300, Brazil; E-Mail:;Departamento de Física, Universidade Federal de Santa Catarina, Campus Universitário, Trindade, Florianópolis, SC 88040-970, Brazil; E-Mails:;Departamento de Química, Universidade Federal de Santa Catarina, Campus Universitário, Trindade, Florianópolis, SC 88040-970, Brazil; E-Mails:

关键词: quantitative structure-property relationship;    n-octanol-water partition coefficient;    semi-empirical electrotopological index;   

DOI  :  10.3390/ijms12107250

来源: mdpi

【 摘 要 】

A new possibility for estimating the octanol/water coefficient (log P) was investigated using only one descriptor, the semi-empirical electrotopological index (I_SET). The predictability of four octanol/water partition coefficient (log P) calculation models was compared using a set of 131 aliphatic organic compounds from five different classes. Log P values were calculated employing atomic-contribution methods, as in the Ghose/Crippen approach and its later refinement, AlogP; using fragmental methods through the ClogP method; and employing an approach considering the whole molecule using topological indices with the MlogP method. The efficiency and the applicability of the I_SET in terms of calculating log P were demonstrated through good statistical quality (r > 0.99; s < 0.18), high internal stability and good predictive ability for an external group of compounds in the same order as the widely used models based on the fragmental method, ClogP, and the atomic contribution method, AlogP, which are among the most used methods of predicting log P.

【 授权许可】

CC BY   
© 2011 by the authors; licensee MDPI, Basel, Switzerland.