<jats:title>Abstract</jats:title><jats:p>The genome of the filamentous, predatory bacterium <jats:italic>Herpetosiphon aurantiacus</jats:italic> harbors a plethora of genes that are predicted to be involved in natural product biosynthesis. Until now, however, no secondary metabolites have been described from this microorganism. Analysis of <jats:italic>H. aurantiacus</jats:italic> culture extracts by <jats:sup>1</jats:sup>H NMR spectroscopy now led to the discovery of a chlorinated amide, which we termed auriculamide. The configuration of the three chiral centers in auriculamide was solved by chromatographic comparison with stereospecifically prepared reference compounds following chemical degradation. Furthermore, a putative gene cluster for the biosynthesis of auriculamide was identified by genome mining.