When applied to a dataset of chiral molecules uniformly sampled from the Riniker and Landrum benchmark (Figure ), we find that the percentage of molecular shingles containing chiral information is approximately the same as the percentage of chiral atoms in a molecule for MAP2C (largest diameter of two bonds, Figure ), MAP4C (largest diameter of four bonds, Figure ) and MAP6C (largest diameter of six bonds, Figure ). Most importantly, chiral information only appears in a relatively small fraction of all possible shingles, such that any defined stereoisomer of a molecule has a relatively high similarity to the molecule without assigned stereochemistry, for which the MAPC fingerprint is identical to the MAP fingerprint.