Evaluating Classical Force Fields against Experimental Cross-Solvation Free Energies


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Date

2020-12-08

Publication Type

Journal Article

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yes

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Abstract

Experimental solvation free energies are nowadays commonly included as target properties in the validation and sometimes even in the calibration of condensed-phase force fields. However, this is often done in a nonsystematic fashion, by considering available solvation free energies involving an arbitrary collection of solutes in a limited set of solvents (e.g., water, octanol, chloroform, cyclohexane, or hexane). Here, this approach is made more systematic by introducing the concept of cross-solvation free energies ΔsGA:B⊖ for a set of N molecules that are all in the liquid state under ambient conditions, namely the matrix of N2 entries for ΔsGA:B⊖ considering each of the N molecules either as a solute (A) or as a solvent (B). Relying on available experimental literature followed by careful data curation, a complete ΔsGA:B⊖ matrix of 625 entries is constructed for 25 molecules with one to seven carbon atoms representative for alkanes, chloroalkanes, ethers, ketones, esters, alcohols, amines, and amides. This matrix is then used to compare the relative accuracies of four popular condensed-phase force fields: GROMOS-2016H66, OPLS-AA, AMBER-GAFF, and CHARMM-CGenFF. In broad terms, and in spite of very different force-field functional-form choices and parametrization strategies, the four force fields are found to perform similarly well. Relative to the experimental values, the root-mean-square errors range between 2.9 and 4.0 kJ·mol–1 (lowest value of 2.9 for GROMOS and OPLS), and the average errors range between −0.8 and +1.0 kJ·mol–1 (lowest magnitude of 0.2 for AMBER and CHARMM). These differences are statistically significant but not very pronounced, especially considering the influence of outliers, some of which possibly caused by inaccurate experimental data.

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published

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16 (12)

Pages / Article No.

7556 - 7580

Publisher

American Chemical Society

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08820 - Hünenberger, Philippe (Tit.-Prof.) check_circle

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