Developing the QSPR model for predicting the storage lipid/water distribution coefficient of organic compounds

The distribution of organic compounds in stored lipids affects their migration,transformation,bioaccumulation,and toxicity in organisms.The storage lipid/water distribution coefficient(log K_(lip/w))of organic chemicals,which quantitatively determines such distribution,has become a key parameter to assist their ecological security and health risk.Due to the impossibility to measure K_(lip/w)values for a huge amount of chemicals,it is necessary to develop predictive approaches.In this work,a quantitative structure-property relationship(QSPR)model for estimating log K_(lip/w)values of small organic compounds was constructed based on 305 experimental log K_(lip/w)values.Quantum chemical descriptors and n-octanol/water partitioning coefficient were employed to characterize the intermolecular interactions that dominate log K_(lip/w)values.The hydrophobic and electrostatic interactions and molecular size have been found to play important roles in governing the distribution of chemicals between lipids and aqueous phases.The regression(R2=0.959)and validation(Q2=0.960)results indicate good fitting performance and robustness of the developed model.A comparison with the predictive performance of other commercial software further proves the higher accuracy and stronger predictive ability of the developed K_(lip/w)predictive model.Thus,it can be used to predict the K_(lip/w)values of cycloalkanes,long-chain alkanes,halides(with fluorine,chlorine,and bromine as substituents),esters(without phosphate groups),alcohols(without methoxy groups),and aromatic compounds.