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To investigate the effect of an intramolecular hydrogen bond on CREBBP bromodomain affinity, we designed compounds in which the amide bond is replaced with an (E)-alkene (2). For comparison, we also designed compounds containing a (Z)-alkene (25), an alkyne (26), and an alkane (27). We included the opposite enantiomer (3) of 2, which we predicted would show no CREBBP bromodomain activity.
