An important limitation of hash-based fingerprints is their inability to guarantee the assignment of distinct bits to unique molecular substructures. Unlike these, structural fingerprints, such as the MACCS keys , provides a reliable way to map individual bits to specific substructures, ensuring a one-to-one correspondence. Given this advantage and the simplicity of MACCS fingerprints, the present study employs them, as implemented by RDKit, to characterize HBAs and HBDs. The MACCS fingerprint implemented in RDKit identifies 165 unique substructures. The DES is then represented by the concatenation of the component fingerprints, the temperature, pressure, HBA, and HBD molar ratios, which have also been included by concatenation. Therefore, a DES molecular fingerprint at specific state conditions f DES is computed as: