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Compound Detail

CHEMBL1085566

N-(7'-(2-CHLOROPHENYL)-6'-(4-CHLOROPHENYL)-3',4'-DIHYDROSPIRO[CYCLOHEXANE-1,2'-PYRANO[2,3-B]PYRIDINE]-4'-YL)-2-HYDROXY-2-METHYLPROPANAMIDE (ENANTIOMERIC MIX)
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CC(C)(O)C(=O)NC1CC2(CCCCC2)Oc2nc(-c3ccccc3Cl)c(-c3ccc(Cl)cc3)cc21

Basic Information

ChEMBL ID CHEMBL1085566
Name N-(7'-(2-CHLOROPHENYL)-6'-(4-CHLOROPHENYL)-3',4'-DIHYDROSPIRO[CYCLOHEXANE-1,2'-PYRANO[2,3-B]PYRIDINE]-4'-YL)-2-HYDROXY-2-METHYLPROPANAMIDE (ENANTIOMERIC MIX)
Phase Preclinical
Structure Type MOL
InChI Key UTPSWDIIQDVVTK-UHFFFAOYSA-N
2
Targets
4
Activities
1
Assay Types
3
PK Parameters
6
Publications
0
Known Names

Molecular Properties

525.5
MW (Da)
7.14
ALogP
4
HBA
2
HBD
71.5
PSA (Ų)
0.38
QED
2
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C29H30Cl2N2O3
MW 525.48
Aromatic Rings 3
Heavy Atoms 36
NP-Likeness -0.15

Activity Summary

IC50 4 meas. best 9.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cannabinoid receptor 1
CHEMBL218
IC50 9.15 8.45 0.7 2
Cannabinoid receptor 2
CHEMBL253
IC50 5.5 5.21 3200.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 62.0 mL.min-1.kg-1 Rattus norvegicus
F 6.0 % Rattus norvegicus
T1/2 1.9 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
20483606 10.1016/j.bmcl.2010.04.071 Rattus norvegicus 5
20483606 10.1016/j.bmcl.2010.04.071 Cannabinoid receptor 1 2
20483606 10.1016/j.bmcl.2010.04.071 Cannabinoid receptor 2 2
20483606 10.1016/j.bmcl.2010.04.071 Brain 1
20483606 10.1016/j.bmcl.2010.04.071 Plasma 1
20483606 10.1016/j.bmcl.2010.04.071 ADMET 1

Data from ChEMBL 36 via Core Engine