Vibrational circular dichroism (VCD) spectroscopy has emerged as a powerful tool for determining the absolute configuration (AC) of chiral compounds. A critical factor in ensuring reliable AC assignments is the agreement between experimentally observed and theoretically calculated spectra. To address challenges in quantifying this agreement—particularly for complex enantiomers and diastereomers—we developed a spectral similarity index, Sv, designed to replace subjective human visual comparisons with an objective metric.