A priori knowledge of melting and boiling could expedite the discovery of pharmaceutical, energetic, and energy harvesting materials. The tools of data science are becoming increasingly important for exploring chemical datasets and predicting material properties. A fundamental part of data-driven modeling is molecular featurization. Herein, we propose a molecular representation with group-constitutive and geometrical descriptors that map to enthalpy and entropy–two thermodynamic quantities that drive phase transitions. The descriptors are inspired by the linear regression-based quantitative structure-property relationship of Yalkowsky and coworkers known as the Unified Physicochemical Property Estimation Relationships (UPPER).