Application of an Iterative Fragment Selection (IFS) Method to Estimate Entropies of Fusion and Melting Points of Organic Chemicals. Issue 8 (28th February 2019)

• Record Type: Journal Article
• Authors: Brown, Trevor N.; Armitage, James M.; Arnot, Jon A.
• Is Part Of: Molecular informatics. Volume 38:Issue 8/9(2019)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2019-02-28
• Subjects: computational chemistry -- entropy of fusion -- melting point -- molecular diversity -- QSPR modelling; Cheminformatics -- Periodicals; QSAR (Biochemistry) -- Periodicals; Structure-activity relationships (Biochemistry) -- Periodicals; Drugs -- Structure-activity relationships -- Periodicals; 615.19
• DOI: 10.1002/minf.201800160
• Languages: English
• ISSNs: 1868-1743

Abstract

Abstract: The main objective of this study is to develop and evaluate novel Quantitative Structure‐Property Relationships (QSPRs) for predicting entropy of fusion (Δ SM ) and melting point ( TM ) of organic chemicals from chemical structure. The QSPRs are developed using the Iterative Fragment Selection (IFS) method that requires only 2D structural information from the user (SMILES codes) for property prediction. The QSPRs also provide information on the applicability domain for each calculation and uncertainty estimates for the predictions. The root mean square error (RMSE) for the external validation sets are 11.8 J mol −1 K −1 and 46.9 K for the Δ SM and TM QSPRs, respectively. The performance of the new QSPRs is comparable to other predictive methods but has advantages with respect to availability and ease of use as well as the guidance on applicability domain for each prediction. Limitations of the new QSPRs are discussed. The QSPRs are coded as a user‐friendly, freely available tool. Abstract :