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Six complexes EYL\u2013Ac\u2010Phe\u2010NHMe, stabilized by N\u2013H\u00b7\u00b7\u00b7O or\/and C\u2013H\u00b7\u00b7\u00b7O hydrogen bonds, were optimized at M06\u20102X\/6\u201031G(d,p) level. The assignment of EYL and Ac\u2010Phe\u2010NHMe NMR signals was supported using GIAO (gauge including atomic orbital) NMR calculations at VSXC and B3LYP level of theory combined with STO\u20103G<jats:sub>mag<\/jats:sub> basis set. Results of our study indicate that the interaction of peptides with lecithin occurs mainly in the polar \u2018head\u2019 of the lecithin. Additionally, the most probable lecithin site of H\u2010bond interaction with Ac\u2010Phe\u2010NHMe is the negatively charged oxygen in phosphate group that acts as proton acceptor. 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