Novel Heteroaromatic Acyl-Tryptamine Conjugates: Four Structural Classes of Potential Dual-Action Prodrug Candidates

This preprint describes twelve novel heteroaromatic acyl-tryptamine conjugates across four structural classes: picolinoyl-, isonicotinoyl-, quinolinoyl-, and pyrazinoyl-tryptamine derivatives. Building on a previously described nicotinoyl-tryptamine series, the nicotinoyl moiety is systematically replaced by structurally related heteroaryl-carbonyl groups to explore the influence of nitrogen positioning, ring complexity, and hydrogen bond acceptor capacity on predicted physicochemical and pharmacological properties. All twelve compounds are proposed as new chemical entities with no prior literature description. In silico evaluation confirms Lipinski's Rule of Five compliance, predicted CNS penetration potential, and plausible serotonergic receptor interactions via either direct binding or prodrug activation through amide hydrolysis. SMILES strings for all twelve compounds are provided to facilitate independent computational and synthetic follow-up. No synthesis or biological testing has been performed.