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Compound Detail

CHEMBL479628

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O=C(NCC1CCOCC1)c1cnc(Nc2cc(Cl)ccc2Cl)cc1C1CC1

Basic Information

ChEMBL ID CHEMBL479628
Phase Preclinical
Structure Type MOL
InChI Key QKRGRWXDVSZBQO-UHFFFAOYSA-N
5
Targets
5
Activities
2
Assay Types
3
PK Parameters
10
Publications
0
Known Names

Molecular Properties

420.3
MW (Da)
5.17
ALogP
4
HBA
2
HBD
63.2
PSA (Ų)
0.68
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 C21H23Cl2N3O2
MW 420.34
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -1.33

Activity Summary

IC50 4 meas. best 4.57
EC50 1 meas. best 6.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cannabinoid receptor 2
CHEMBL253
EC50 6.4 6.4 398.1 1
Cytochrome P450 2C9
CHEMBL3397
IC50 4.57 4.57 27000.0 1
Cytochrome P450 2D6
CHEMBL289
IC50 4.38 4.38 42000.0 1
Cytochrome P450 2C19
CHEMBL3622
IC50 4.31 4.31 49000.0 1
Cytochrome P450 1A2
CHEMBL3356
IC50 4.28 4.28 53000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC - - Rattus norvegicus
CL 2.4 mL.min-1.g-1 Homo sapiens
CL 12.0 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 Cannabinoid receptor 1 2
19010671 10.1016/j.bmcl.2008.10.118 Cannabinoid receptor 2 2
19010671 10.1016/j.bmcl.2008.10.118 No relevant target 1
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