ArticleJournal of medicinal chemistry2026
Solution Ensembles of Griselimycin Expand the Definition of Molecular Chameleonicity.
Article in Journal of medicinal chemistry, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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5 authors.
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Abstract
Achieving satisfactory permeability for beyond the rule of 5 (bRo5) molecules, such as bioactive macrocycles, remains a challenge for drug discovery. Gaining a mechanistic understanding of the correlation between their structure and permeability is expected to improve the foundation for rational prediction of the pharmacokinetic behavior of novel macrocyclic drug candidates. Based on a solution-phase NMR investigation, we suggest that griselimycin, a macrocyclic peptide that has remarkable antibiotic activity, permeates membranes while exposing its polar moieties in an apolar membrane-like environment and hiding them in a polar environment. This noncanonical behavior is driven by the simultaneous exposure of lipophilic moieties in an apolar environment and by their hydrophobic collapse in aqueous solution. The unexpected behavior of griselimycin opposes the concept of classical chameleonicity and may be described as "inverse chameleonicity".
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