To illustrate our approach, we choose to predict pKa of small molecules. To do so, fundamental principles taught in introductory organic chemistry courses were our starting points. When comparing the pKa of simple organic molecules, teachers introduce resonance effects (1 vs. 2, Figure ) and inductive effects (2 vs. 3; 4 vs. 5). Other effects known to impact pKa, include the charge of the ionization center (5a vs. 5b), the presence of other charges (6a/b vs. 6b/c), the aromatization stabilization (7 vs. 8), and the presence/size of rings (9 vs. 10).