A molecular fragment database generated through simulated sequential single-bond-breaking

e implemented a straight-forward algorithm for generating a list of potential molecular fragments from a given molecule by simulating sequential fracturing of single bonds; we refer to this approach as the Simulated Sequential Single-Bond-Breaking (3S2B) algorithm. Applying the algorithm to a list of chemical structures, we were able to generate a database of potential molecular fragments. In this article, we describe the 3S2B algorithm and demonstrate three uses for molecular fragment database: (i) to propose possible molecular structures for a given high (or low) resolution mass value (ii) to evaluate the quality of measured mass spectra for known compounds, and (iii) to propose possible identities for mass spectra of unknown compounds without a reference mass spectral database. An implementation of the 3S2B algorithm and interface for working with the molecular fragment database is available at https://github.com/EightBitAdder/3S2B-CLI.