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

CHEMBL2415106

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
CCCCC/C=C\C/C=C\CCCCCCCC(=O)NCc1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2415106
Phase Preclinical
Structure Type MOL
InChI Key YJWLCIANOBCQGW-HZJYTTRNSA-N
8
Targets
10
Activities
2
Assay Types
4
PK Parameters
12
Publications
0
Known Names

Molecular Properties

369.6
MW (Da)
7.12
ALogP
1
HBA
1
HBD
29.1
PSA (Ų)
0.24
QED
1
Ro5 Violations
16
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C25H39NO
MW 369.59
Aromatic Rings 1
Heavy Atoms 27
NP-Likeness 0.22

Activity Summary

IC50 8 meas. best 7.39
Ki 2 meas. best 6.32

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bifunctional epoxide hydrolase 2
CHEMBL5669
 IC50 7.39 7.39 41.0 1
Bifunctional epoxide hydrolase 2
CHEMBL4140
 IC50 7.36 7.36 44.0 1
Bifunctional epoxide hydrolase 2
CHEMBL2409
 IC50 6.81 6.81 155.0 1
Cannabinoid receptor 1
CHEMBL218
 Ki 6.32 6.32 480.0 1
U-937
CHEMBL612794
 IC50 6.17 6.17 670.0 1
Fatty-acid amide hydrolase 1
CHEMBL2243
 IC50 5.39 5.11 4070.0 3
Cannabinoid receptor 2
CHEMBL253
 Ki 5.39 5.39 4110.0 1
THP-1
CHEMBL614245
 IC50 4.85 4.85 14200.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1363.79 ng.hr.mL-1 Rattus norvegicus
Cmax 519.0 nM Rattus norvegicus
T1/2 9.0 hr Rattus norvegicus
Tmax 3.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Bifunctional epoxide hydrolase 2 IC50 = 41.0 nM 7.39 Inhibition of recombinant rat sEH expressed in baculovirus expression system usi... 33320645
Bifunctional epoxide hydrolase 2 IC50 = 44.0 nM 7.36 Inhibition of recombinant mouse sEH expressed in baculovirus expression system u... 33320645
Bifunctional epoxide hydrolase 2 IC50 = 155.0 nM 6.81 Inhibition of recombinant human sEH expressed in baculovirus expression system u... 33320645
Cannabinoid receptor 1 Ki = 480.0 nM 6.32 Displacement of [3H]CP55,940 from human CB1 expressed in CHO-K1 cells after 2 hr... 24972328
U-937 IC50 = 670.0 nM 6.17 Inhibition of [ethanol-amine-1-3H]AEA uptake in human U937 cells preincubated fo... 24972328
Fatty-acid amide hydrolase 1 IC50 = 4070.0 nM 5.39 Inhibition of FAAH-mediated [ethanol-amine-1-3H]AEA hydrolysis in human U937 cel... 24972328
Cannabinoid receptor 2 Ki = 4110.0 nM 5.39 Displacement of [3H]CP55,940 from human CB2 expressed in CHO-K1 cells after 2 hr... 24972328
Fatty-acid amide hydrolase 1 IC50 = 10800.0 nM 4.97 Inhibition of human recombinant FAAH using N-arachidonyl-7-amino-4-methylcoumari... 23891163
Fatty-acid amide hydrolase 1 IC50 = 10800.0 nM 4.97 Inhibition of recombinant human FAAH using N-arachidonyl-7-amino-4-methylcoumari... 30816712
THP-1 IC50 = 14200.0 nM 4.85 Inhibition of LPS-induced TNFalpha production in human THP-1 cells incubated for... 33479624

Literature References

PubMed DOI Target Context # Activities
23891163 10.1016/j.bmc.2013.06.034 Fatty-acid amide hydrolase 1 4
33320645 10.1021/acs.jnatprod.0c00938 ADMET 4
33320645 10.1021/acs.jnatprod.0c00938 Bifunctional epoxide hydrolase 2 3
24972328 10.1021/np500292g Fatty-acid amide hydrolase 1 2
24972328 10.1021/np500292g U-937 2
30816712 10.1021/acs.jnatprod.8b00874 Fatty-acid amide hydrolase 1 2
33479624 10.1039/d0md00208a THP-1 2
24972328 10.1021/np500292g Unchecked 1
24972328 10.1021/np500292g Cannabinoid receptor 2 1
24972328 10.1021/np500292g Cannabinoid receptor 1 1
24972328 10.1021/np500292g Monoglyceride lipase 1
33320645 10.1021/acs.jnatprod.0c00938 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine