Peptidyl-urea based inhibitors of soluble epoxide hydrolases.

Article Details

Citation

Morisseau C, Newman JW, Tsai HJ, Baecker PA, Hammock BD

Peptidyl-urea based inhibitors of soluble epoxide hydrolases.

Bioorg Med Chem Lett. 2006 Oct 15;16(20):5439-44.

PubMed ID
16908134 [ View in PubMed
]
Abstract

We prepared a series of amino acid derived cyclohexyl and adamantyl ureas and tested them as inhibitors of the human soluble epoxide hydrolase, and obtained very potent compounds (K(I)=15nM) that are >10-fold more soluble than previously described sEH inhibitors. While our lead compound 2 showed low apparent bioavailability in dogs and rats, this series of compounds revealed that sEH inhibitor structures could accept large groups that could lead to better orally available drugs.

DrugBank Data that Cites this Article

Binding Properties
DrugTargetPropertyMeasurementpHTemperature (°C)
4-{[(CYCLOHEXYLAMINO)CARBONYL]AMINO}BUTANOIC ACIDBifunctional epoxide hydrolase 2IC 50 (nM)36000N/AN/ADetails
6-{[(CYCLOHEXYLAMINO)CARBONYL]AMINO}HEXANOIC ACIDBifunctional epoxide hydrolase 2IC 50 (nM)>100000N/AN/ADetails
N-[(CYCLOHEXYLAMINO)CARBONYL]GLYCINEBifunctional epoxide hydrolase 2IC 50 (nM)>100000N/AN/ADetails