Simple models of chemical phenomena can provide both useful insights and predictive power. These models are parametrized using data on model systems, which are chosen to allow the effects of interest to be isolated. Ab initio calculations can provide a useful source of such data. This article explores the use of constrained Schrodinger equations to generate rich sets of ab initio data that can support parametrization of a more diverse set of models than is possible with existing methods. The constraints are used to control the electronic configuration of the model compounds, such that data can be generated on electronic structure property relationships. The current investigation uses constraints to modulate resonance in substituted benzene compounds. The resulting resonant and nonresonant benzenes are used to parametrize a simple model of inductive and resonant electronic substituent effects, which is similar to the Swain-Lupton substiment-effect model. This parametrization is benchmarked against the standard method of parametrizing such models: fitting inductive and resonant parameters to data from substituted bicyclo[2.2.2] octanes and benzenes. The comparison is made within a consistent model chemistry, as defined by the use of an STO-3G basis and inclusion of correlation via MP2 theory. The parameter sets obtained with the standard and constrained Schrodinger equation methods are very similar and perform equally well at predicting substituent effects in other molecules. The parameter set from the constrained method has a lower correlation between inductive and resonant parameters, suggesting that this method is better at separating these two effects. These results suggest that constrained Schrodinger equation methods can provide a useful means of generating ab initio data for models of electronic structure-property relationships.