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Compound Detail

CHEMBL1682272

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CN(CC(N)=O)Cc1nc(-c2cn(CC3CCOCC3)c3c(Cl)cccc23)no1

Basic Information

ChEMBL ID CHEMBL1682272
Phase Preclinical
Structure Type MOL
InChI Key MDUUCQWIJPWQQY-UHFFFAOYSA-N
3
Targets
4
Activities
2
Assay Types
9
PK Parameters
9
Publications
0
Known Names

Molecular Properties

417.9
MW (Da)
2.69
ALogP
7
HBA
1
HBD
99.4
PSA (Ų)
0.63
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H24ClN5O3
MW 417.90
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -1.90

Activity Summary

Ki 3 meas. best 8.4
EC50 1 meas. best 7.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cannabinoid receptor 1
CHEMBL218
Ki 8.4 8.4 4.0 1
Cannabinoid receptor 2
CHEMBL253
Ki 8.2 8.2 6.3 1
Cannabinoid receptor 1
CHEMBL218
EC50 7.4 7.4 39.8 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
Ki 4.5 4.5 31622.8 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 244.0 ng.hr.mL-1 Rattus norvegicus
AUC 1570.0 ng.hr.mL-1 Rattus norvegicus
CL 12000.0 mL.min-1.g-1 Mus musculus
CL 36000.0 mL.min-1.g-1 Homo sapiens
CL 28.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 413.97 nM Rattus norvegicus
F 53.0 % Rattus norvegicus
T1/2 1.4 hr Rattus norvegicus
Tmax 1.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
21316962 10.1016/j.bmcl.2011.01.082 Rattus norvegicus 10
21316962 10.1016/j.bmcl.2011.01.082 Cannabinoid receptor 1 2
21316962 10.1016/j.bmcl.2011.01.082 ADMET 2
21316962 10.1016/j.bmcl.2011.01.082 Caco-2 2
21316962 10.1016/j.bmcl.2011.01.082 Plasma 2
21316962 10.1016/j.bmcl.2011.01.082 No relevant target 1
21316962 10.1016/j.bmcl.2011.01.082 Liver microsomes 1
21316962 10.1016/j.bmcl.2011.01.082 Cannabinoid receptor 2 1
21316962 10.1016/j.bmcl.2011.01.082 Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine