We sought to determine whether our machinery could discover SMARTS or SMIRKS patterns that replicate the chemical complexity of types in an existing force field, thus providing a proof of principle for automating a step in force field development that has in the past been done only by hand. In order to measure chemical complexity we defined success based on the total and partial scores for the sample types compared to * -The probability of "yes" for this particular decision is 0.2, 0.6, and 0.15 for bond, angle, and torsion types respectively).