Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL215387

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
O=C(O)CCCCCCCCCCCNC(=O)NC12CC3CC(CC(C3)C1)C2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL215387
Phase Preclinical
Structure Type MOL
InChI Key XLGSEOAVLVTJDH-UHFFFAOYSA-N
5
Targets
50
Activities
1
Assay Types
15
PK Parameters
20
Publications
0
Known Names

Molecular Properties

392.6
MW (Da)
5.24
ALogP
2
HBA
3
HBD
78.4
PSA (Ų)
0.38
QED
1
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C23H40N2O3
MW 392.58
Aromatic Rings 0
Heavy Atoms 28
NP-Likeness -0.38

Activity Summary

IC50 50 meas. best 9.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bifunctional epoxide hydrolase 2
CHEMBL2409
 IC50 9.46 7.903 0.3 30
Unchecked
CHEMBL612545
 IC50 8.52 8.27 3.0 9
Bifunctional epoxide hydrolase 2
CHEMBL5669
 IC50 8.3 8.0733 5.0 3
Bifunctional epoxide hydrolase 2
CHEMBL4140
 IC50 8.15 7.75 7.0 5
Polyunsaturated fatty acid 5-lipoxygenase
CHEMBL215
 IC50 6.97 6.97 107.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 20.28 ng.hr.mL-1 Canis lupus familiaris
AUC 20.28 ng.hr.mL-1 Canis lupus familiaris
AUC 87.0 ng.hr.mL-1 Mus musculus
AUC 0.4 10^4nM.min Canis lupus familiaris
AUC 20.49 ng.hr.mL-1 Canis lupus familiaris
AUC 20.57 ng.hr.mL-1 Canis lupus familiaris
AUC 19.63 ng.hr.mL-1 Mus musculus
Cmax 68.52 nM Mus musculus
Cmax 18.0 nM Canis lupus familiaris
Cmax 14.0 nM Mus musculus
T1/2 2.3 hr Mus musculus
T1/2 2.9 hr Canis lupus familiaris
T1/2 2.1 hr Mus musculus
Tmax 0.5 hr Canis lupus familiaris
Tmax 1.3 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bifunctional epoxide hydrolase 2 IC50 = 0.35 nM 9.46 Inhibition of recombinant human soluble epoxide hydrolase using PHOME as substra... -
Bifunctional epoxide hydrolase 2 IC50 = 0.6 nM 9.22 Inhibition of sEH (unknown origin) expressed in baculovirus expression system in... 34427436
Bifunctional epoxide hydrolase 2 IC50 = 0.6 nM 9.22 Inhibition of soluble epoxide hydrolase (unknown origin) using NEPC as substrate... 30354105
Bifunctional epoxide hydrolase 2 IC50 = 1.6 nM 8.8 Inhibition of human sEH 19645482
Bifunctional epoxide hydrolase 2 IC50 = 1.9 nM 8.72 Inhibition of human sEH using cyano(6-methoxynaphthalen-2-yl)methyl((3-phenyloxi... 34794001
Bifunctional epoxide hydrolase 2 IC50 = 3.0 nM 8.52 Inhibition of human soluble epoxide hydrolase using CMNPC as substrate after 5 m... 22079754
Bifunctional epoxide hydrolase 2 IC50 = 3.0 nM 8.52 Inhibition of human recombinant soluble epoxide hydrolase expressed in baculovir... 21070033
Bifunctional epoxide hydrolase 2 IC50 = 3.0 nM 8.52 Inhibition of soluble epoxide hydroxylase by kinetic fluorescent assay 16870439
Unchecked IC50 = 3.0 nM 8.52 Inhibition of cat soluble epoxide hydrolase by radioactive assay 17616115
Unchecked IC50 = 3.0 nM 8.52 Inhibition of dog soluble epoxide hydrolase by radioactive assay 17616115
Bifunctional epoxide hydrolase 2 IC50 = 3.0 nM 8.52 Inhibition of human sEH by fluorescent assay 17616115
Bifunctional epoxide hydrolase 2 IC50 = 3.0 nM 8.52 Inhibition of human recombinant soluble epoxide hydrolase expressed in baculovir... 19653681
Bifunctional epoxide hydrolase 2 IC50 = 3.0 nM 8.52 Inhibition of human recombinant soluble epoxide hydrolase 21354674
Unchecked IC50 = 3.0 nM 8.52 Inhibition Assay: The enzyme also can be detected based on the binding of specif... -
Unchecked IC50 = 3.0 nM 8.52 Inhibition Assay: The enzyme also can be detected based on the binding of specif... -
Unchecked IC50 = 3.0 nM 8.52 Inhibition Assay: The enzyme also can be detected based on the binding of specif... -
Bifunctional epoxide hydrolase 2 IC50 = 3.0 nM 8.52 Inhibition of recombinant human sEH using CMNPC substrate by fluoresecent-based ... 25119815
Bifunctional epoxide hydrolase 2 IC50 = 3.2 nM 8.49 Inhibition of human soluble epoxide hydrolase by fluorescent based assay 17046265
Unchecked IC50 = 5.0 nM 8.3 Inhibition of hamster soluble epoxide hydrolase by radioactive assay 17616115
Bifunctional epoxide hydrolase 2 IC50 = 5.0 nM 8.3 Inhibition of rat sEH 19645482

Literature References

PubMed DOI Target Context # Activities
16908134 10.1016/j.bmcl.2006.07.073 Canis familiaris 11
19216074 10.1016/j.bmcl.2009.01.069 Canis familiaris 5
21070033 10.1021/jm101087u Mus musculus 4
17046265 10.1016/j.bmc.2006.09.057 Mus musculus 4
17616115 10.1021/jm070270t Bifunctional epoxide hydrolase 2 3
21354674 10.1016/j.ejmech.2011.01.047 Bifunctional epoxide hydrolase 2 3
19645482 10.1021/jm900725r Bifunctional epoxide hydrolase 2 3
17616115 10.1021/jm070270t Unchecked 3
17046265 10.1016/j.bmc.2006.09.057 Bifunctional epoxide hydrolase 2 3
25479771 10.1016/j.bmcl.2014.11.053 Liver microsome 2
26595749 10.1021/acs.jmedchem.5b01239 Peroxisome proliferator-activated receptor alpha 2
17046265 10.1016/j.bmc.2006.09.057 No relevant target 2
26595749 10.1021/acs.jmedchem.5b01239 Peroxisome proliferator-activated receptor gamma 2
23130964 10.1021/jm301194c Peroxisome proliferator-activated receptor gamma 2
23130964 10.1021/jm301194c Peroxisome proliferator-activated receptor alpha 2
26595749 10.1021/acs.jmedchem.5b01239 Peroxisome proliferator-activated receptor delta 2
26483136 10.1016/j.bmcl.2015.10.014 Bifunctional epoxide hydrolase 2 2
16908134 10.1016/j.bmcl.2006.07.073 Bifunctional epoxide hydrolase 2 2
23130964 10.1021/jm301194c Peroxisome proliferator-activated receptor delta 2
25479771 10.1016/j.bmcl.2014.11.053 ADMET 2

Data from ChEMBL 36 via Core Engine