AR9281

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Synonyms
Status
Molecule Category UNKNOWN
UNII 4HA03Q8EZ9

Structure

InChI Key HUDQLWBKJOMXSZ-UHFFFAOYSA-N
Smiles CC(=O)N1CCC(NC(=O)NC23CC4CC(CC(C4)C2)C3)CC1
InChI
InChI=1S/C18H29N3O2/c1-12(22)21-4-2-16(3-5-21)19-17(23)20-18-9-13-6-14(10-18)8-15(7-13)11-18/h13-16H,2-11H2,1H3,(H2,19,20,23)

Physicochemical Descriptors

Property Name Value
Molecular Formula C18H29N3O2
Molecular Weight 319.45
AlogP 2.27
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 2.0
Polar Surface Area 61.44
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 23.0

Bioactivity

Mechanism of Action Action Reference
Epoxide hydratase inhibitor INHIBITOR PubMed PubMed
Protein: Epoxide hydratase
Description: Bifunctional epoxide hydrolase 2
Organism : Homo sapiens
P34913 ENSG00000120915
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Protease Serine protease Serine protease SC clan Serine protease S33 family
- 7-57 - 20 -
Enzyme
- 7-57 - 20 -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- - - - 5
Assay Description Organism Bioactivity Reference
Inhibition of soluble epoxide hydroxylase by kinetic fluorescent assay Homo sapiens 7.0 nM
Inhibition of mouse recombinant soluble epoxide hydrolase by fluorescent assay Mus musculus 9.0 nM
Inhibition of rat recombinant soluble epoxide hydrolase by fluorescent assay Rattus norvegicus 6.0 nM
Inhibition of hamster soluble epoxide hydrolase by radioactive assay Cricetinae 2.0 nM
Inhibition of cat soluble epoxide hydrolase by radioactive assay Felis catus 450.0 nM
Inhibition of dog soluble epoxide hydrolase by radioactive assay Canis lupus familiaris 500.0 nM
Inhibition of human sEH by fluorescent assay Homo sapiens 15.0 nM
Inhibition of human soluble epoxide hydrolase Homo sapiens 8.0 nM
Inhibition of mouse soluble epoxide hydrolase Mus musculus 3.0 nM
Inhibition of soluble epoxide hydrolase in HUVEC assessed inhibition of as conversion of 14, 15-EET to 14, 15-DHET Homo sapiens 57.0 nM
Inhibition of human ERG by patch clamp analysis Homo sapiens 8.0 %
Inhibition of soluble epoxide hydrolase in diet induced obese mouse assessed as inhibition of EET hydrolysis at 100 mg/kg, po BID for 4 weeks measured 12 hrs post last dose Mus musculus 70.0 %
Antihypertensive activity against AngII-induced hypertension in telemetered rat assessed as decrease in systolic blood pressure at 50 mg/kg, po Rattus norvegicus 8.0 %
Inhibition of human soluble epoxide hydrolase using CMNPC as substrate after 5 mins by fluorescent assay Homo sapiens 7.0 nM
Inhibition of sEH activity in human at 100 to 400 mg administered every 8 hrs Homo sapiens 90.0 %
Inhibition of human sEH by cell based assay Homo sapiens 57.0 nM
Antidiabetic activity in DIO mouse assessed as inhibition of blood sEH activity at 100 mg/kg, po bid up to 7 hrs Mus musculus 90.0 %
Antidiabetic activity in DIO mouse assessed as inhibition of blood sEH activity at 100 mg/kg, po bid after 12 hrs Mus musculus 70.0 %
Inhibition of sEH activity in human at 250 mg after 8 hrs Homo sapiens 90.0 %
Inhibition of sEH activity in human at 500 mg after 12 hrs Homo sapiens 90.0 %
Inhibition of human ERG expressed in HEK-293 cells at 50 uM by whole-cell patch-clamp technique Homo sapiens 4.5 %
Inhibition Assay: Inhibition assay of human soluble epoxide hydrolases. Homo sapiens 14.5 nM
Inhibition of recombinant human liver soluble epoxide hydrolase expressed in baculovirus infected Sf21 cells using NEPC as substrate by fluorescence based assay Homo sapiens 8.0 nM
Inhibition of murine soluble epoxide hydrolase expressed in baculovirus infected Sf21 cells using NEPC as substrate by fluorescence based assay Mus musculus 3.0 nM
Binding affinity to purified recombinant human sEH by FRET-displacement assay Homo sapiens 19.5 nM
Inhibition of recombinant human soluble epoxide hydrolase using CMNPC as substrate preincubated for 5 mins followed by substrate addition and measured at 30 secs interval for 10 mins by fluorescence assay Homo sapiens 8.0 nM
Inhibition of human recombinant sEH using PHOME as substrate measured after 10 mins by fluorescent based assay Homo sapiens 13.8 nM
Inhibition of mouse recombinant sEH using PHOME as substrate measured after 10 mins by fluorescent based assay Mus musculus 1.7 nM
Inhibition of human recombinant sEH using CMNPC as substrate incubated for 5 mins by fluorescent based assay Homo sapiens 8.0 nM

Cross References

Resources Reference
ChEMBL CHEMBL436774
DrugBank DB06345
FDA SRS 4HA03Q8EZ9
SureChEMBL SCHEMBL654229
ZINC ZINC000036330562
CONTENTS