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Compound Detail

CHEMBL1086494

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O=C(CO)NC1CC2(CCCCC2)Oc2nc(-c3ccccc3Cl)c(-c3ccc(Cl)cc3)cc21

Basic Information

ChEMBL ID CHEMBL1086494
Phase Preclinical
Structure Type MOL
InChI Key BCESLUSANYXCOI-UHFFFAOYSA-N
2
Targets
2
Activities
1
Assay Types
3
PK Parameters
6
Publications
0
Known Names

Molecular Properties

497.4
MW (Da)
6.36
ALogP
4
HBA
2
HBD
71.5
PSA (Ų)
0.44
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H26Cl2N2O3
MW 497.42
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness -0.27

Activity Summary

IC50 2 meas. best 9.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cannabinoid receptor 1
CHEMBL218
IC50 9.52 9.52 0.3 1
Cannabinoid receptor 2
CHEMBL253
IC50 5.38 5.38 4200.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 34.0 mL.min-1.kg-1 Rattus norvegicus
F 13.0 % Rattus norvegicus
T1/2 0.8 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cannabinoid receptor 1 IC50 = 0.3 nM 9.52 Binding affinity to human CB1 receptor 20483606
Cannabinoid receptor 2 IC50 = 4200.0 nM 5.38 Binding affinity to human CB2 receptor 20483606

Literature References

PubMed DOI Target Context # Activities
20483606 10.1016/j.bmcl.2010.04.071 Rattus norvegicus 3
20483606 10.1016/j.bmcl.2010.04.071 Cannabinoid receptor 1 1
20483606 10.1016/j.bmcl.2010.04.071 Cannabinoid receptor 2 1
20483606 10.1016/j.bmcl.2010.04.071 Plasma 1
20483606 10.1016/j.bmcl.2010.04.071 Brain 1
20483606 10.1016/j.bmcl.2010.04.071 ADMET 1

Data from ChEMBL 36 via Core Engine