We previously implemented a well-known qualitative chemical principle into an accurate quantitative model computing relative potential energies of conformers. According to this principle, hyperconjugation strength correlates with electronegativity of donors and acceptors. While this earlier version of our model applies to σ bonds, lone pairs, disregarded in this earlier version, also have a major impact on the conformational preferences of molecules. Among the well-established principles used by organic chemists to rationalize some organic chemical behaviors are the anomeric effect, the alpha effect, basicity, and nucleophilicity. These effects are directly related to the presence of lone pairs. We report herein our effort to incorporate lone pairs into our model to extend its applicability domain to any saturated small molecules. The developed model H-TEQ 2 has been validated on a wide variety of molecules from polyaromatic molecules to carbohydrates and molecules with high heteroatoms/carbon ratios. Interestingly, this method, in contrast to common force field-based methods, does not rely on atom types and is virtually applicable to any organic molecules.

中文翻译：

---

原子类型独立分子力学方法预测小分子的构象能

以前，我们将众所周知的定性化学原理应用于精确的定量模型中，以计算构象异构体的相对势能。根据该原理，超共轭强度与供体和受体的电负性相关。尽管我们模型的早期版本适用于σ键，但在早期版本中无视的孤对对分子的构象偏好也有重大影响。有机化学家用来合理化某些有机化学行为的公认原则包括异头效应，α效应，碱性和亲核性。这些影响与孤对的存在直接相关。我们在这里报告我们将孤对纳入我们的模型以将其适用性域扩展到任何饱和小分子的努力。所开发的H-TEQ 2模型已在从多芳族分子到碳水化合物以及具有高杂原子/碳比的分子的各种分子上得到验证。有趣的是，与基于普通力场的方法相比，该方法不依赖原子类型，实际上可应用于任何有机分子。