These descriptors effectively capture the interaction proximity via dC3-Ctr and dC5-Ctr, because C3 and C5 participate in all galactose CH-p stacking interactions. These descriptors also capture the participating CH groups via dC2-Ctr and dC6-Ctr, which quantify which face of the carbohydrate is participating in the interaction (Supporting Information Figure ). Surprisingly, no angle features are critical across models, suggesting that the distance features effectively capture the interaction orientation.