In this paper we apply a recursive neural network (RNN) model to the prediction of the standard Gibbs energy of solvation in water of mono- and polyfunctional organic compounds. The proposed model is able to directly take as input a structured representation of the molecule and to model a direct and adaptive relationship between the molecular structure and the target property. A data set of 339 mono- and polyfunctional acyclic compounds including alkanes, alkenes, alkynes, alcohols, ethers, thiols, thioethers, aldehydes, ketones, carboxylic acids, esters, amines, amides, haloalkanes, nitriles, and nitroalkanes was considered. As a result of the statistical analysis, we obtained for the predictive capability estimated on a test set of molecules a mean absolute residual of about 1 kJ · mol-1 and a standard deviation of 1.8 kJ · mol-1. This results is quite satisfactory by considering the intrinsic difficulty of predicting solvation properties in water of compounds containing more than one functional group.
Quantitative Structure-Property Relationship (QSPR) Prediction of Solvation Gibbs Energy of Bifunctional Compounds by Recursive Neural Networks
BERNAZZANI, LUCA;DUCE, CELIA;MICHELI, ALESSIO;MOLLICA, VINCENZO;TINE', MARIA ROSARIA
2010-01-01
Abstract
In this paper we apply a recursive neural network (RNN) model to the prediction of the standard Gibbs energy of solvation in water of mono- and polyfunctional organic compounds. The proposed model is able to directly take as input a structured representation of the molecule and to model a direct and adaptive relationship between the molecular structure and the target property. A data set of 339 mono- and polyfunctional acyclic compounds including alkanes, alkenes, alkynes, alcohols, ethers, thiols, thioethers, aldehydes, ketones, carboxylic acids, esters, amines, amides, haloalkanes, nitriles, and nitroalkanes was considered. As a result of the statistical analysis, we obtained for the predictive capability estimated on a test set of molecules a mean absolute residual of about 1 kJ · mol-1 and a standard deviation of 1.8 kJ · mol-1. This results is quite satisfactory by considering the intrinsic difficulty of predicting solvation properties in water of compounds containing more than one functional group.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.