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Compound Detail

CHEMBL1083025

N-(6-(4-CHLOROPHENYL)-7-(2,4-DICHLOROPHENYL)-2,2-DIMETHYL-3,4-DIHYDRO-2H-PYRANO[2,3-B]PYRIDIN-4-YL)-3-HYDROXYPROPANAMIDE (ENANTIOMERIC MIX)
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CC1(C)CC(NC(=O)CCO)c2cc(-c3ccc(Cl)cc3)c(-c3ccc(Cl)cc3Cl)nc2O1

Basic Information

ChEMBL ID CHEMBL1083025
Name N-(6-(4-CHLOROPHENYL)-7-(2,4-DICHLOROPHENYL)-2,2-DIMETHYL-3,4-DIHYDRO-2H-PYRANO[2,3-B]PYRIDIN-4-YL)-3-HYDROXYPROPANAMIDE (ENANTIOMERIC MIX)
Phase Preclinical
Structure Type MOL
InChI Key CQVVMULTZQAZBA-UHFFFAOYSA-N
3
Targets
5
Activities
1
Assay Types
3
PK Parameters
4
Publications
0
Known Names

Molecular Properties

505.8
MW (Da)
6.48
ALogP
4
HBA
2
HBD
71.5
PSA (Ų)
0.42
QED
2
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H23Cl3N2O3
MW 505.83
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -0.26

Activity Summary

IC50 5 meas. best 8.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cannabinoid receptor 1
CHEMBL218
IC50 8.77 8.31 1.7 2
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 6.42 6.42 380.0 1
Cannabinoid receptor 2
CHEMBL253
IC50 5.61 5.44 2460.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 3.0 mL.min-1.kg-1 Rattus norvegicus
F 85.0 % Rattus norvegicus
T1/2 13.0 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 Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine