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Heterocyclic amide isosteres were incorporated into a phenylglycine-based tissue factor/factor VIIa (TF–FVIIa) inhibitor chemotype, providing potent inhibitors. An X-ray co-crystal structure of phenylimidazole 19 suggested that an imidazole nitrogen atom effectively mimics an amide carbonyl, while the phenyl ring forms key hydrophobic interactions with the S 1 ′ pocket. Exploration of phenylimidazole...
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