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Compound Detail

CHEMBL466191

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CC(C)c1cc(Nc2ccc(Cl)cc2Cl)ncc1C(=O)NCC1CCOCC1

Basic Information

ChEMBL ID CHEMBL466191
Phase Preclinical
Structure Type MOL
InChI Key YIJJJJWZXATIQL-UHFFFAOYSA-N
6
Targets
6
Activities
2
Assay Types
3
PK Parameters
10
Publications
0
Known Names

Molecular Properties

422.4
MW (Da)
5.41
ALogP
4
HBA
2
HBD
63.2
PSA (Ų)
0.65
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H25Cl2N3O2
MW 422.36
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -1.37

Activity Summary

IC50 5 meas. best 4.55
EC50 1 meas. best 7.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cannabinoid receptor 2
CHEMBL253
EC50 7.3 7.3 50.1 1
Cytochrome P450 2D6
CHEMBL289
IC50 4.55 4.55 28000.0 1
Cytochrome P450 2C9
CHEMBL3397
IC50 4.4 4.4 40000.0 1
Cytochrome P450 2C19
CHEMBL3622
IC50 4.37 4.37 43000.0 1
Cytochrome P450 3A4
CHEMBL340
IC50 4.24 4.24 58000.0 1
Cytochrome P450 1A2
CHEMBL3356
IC50 4.22 4.22 60000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC - - Rattus norvegicus
CL 4.0 mL.min-1.g-1 Homo sapiens
CL 7.6 mL.min-1.g-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19010671 10.1016/j.bmcl.2008.10.118 Liver microsomes 2
19010671 10.1016/j.bmcl.2008.10.118 No relevant target 2
19010671 10.1016/j.bmcl.2008.10.118 Cannabinoid receptor 1 2
19010671 10.1016/j.bmcl.2008.10.118 Cannabinoid receptor 2 2
19010671 10.1016/j.bmcl.2008.10.118 Cytochrome P450 1A2 1
19010671 10.1016/j.bmcl.2008.10.118 Cytochrome P450 2C9 1
19010671 10.1016/j.bmcl.2008.10.118 Cytochrome P450 2C19 1
19010671 10.1016/j.bmcl.2008.10.118 Cytochrome P450 2D6 1
19010671 10.1016/j.bmcl.2008.10.118 Cytochrome P450 3A4 1
19010671 10.1016/j.bmcl.2008.10.118 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine