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Compound Detail

CHEMBL4249273

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CC1=CC[C@H]2[C@H](C1)c1c(O)cc(/C(C)=N/OCCCC#N)cc1OC2(C)C

Basic Information

ChEMBL ID CHEMBL4249273
Phase Preclinical
Structure Type MOL
InChI Key BPUPSNATXJVJDE-WGCRICIGSA-N
3
Targets
5
Activities
2
Assay Types
27
PK Parameters
6
Publications
0
Known Names

Molecular Properties

368.5
MW (Da)
5.05
ALogP
5
HBA
1
HBD
74.8
PSA (Ų)
0.34
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H28N2O3
MW 368.48
Aromatic Rings 1
Heavy Atoms 27
NP-Likeness 1.26

Activity Summary

Ki 3 meas. best 9.05
EC50 2 meas. best 8.36

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cannabinoid receptor 1
CHEMBL3571
Ki 9.05 9.05 0.9 1
Cannabinoid receptor 2
CHEMBL253
Ki 8.89 8.89 1.3 1
Cannabinoid receptor 2
CHEMBL5373
Ki 8.59 8.59 2.6 1
Cannabinoid receptor 1
CHEMBL3571
EC50 8.36 8.36 4.4 1
Cannabinoid receptor 2
CHEMBL253
EC50 7.92 7.92 12.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 11.33 ng.hr.mL-1 Mus musculus
AUC 710.0 ng.hr.mL-1 Mus musculus
AUC 308.33 ng.hr.mL-1 Mus musculus
AUC 256.67 ng.hr.mL-1 Mus musculus
AUC 106.83 ng.hr.mL-1 Mus musculus
AUC 153.67 ng.hr.mL-1 Mus musculus
AUC 124.0 ng.hr.mL-1 Mus musculus
AUC 5386.67 ng.hr.mL-1 Mus musculus
AUC 580.0 ng.hr.mL-1 Mus musculus
AUC 890.0 ng.hr.mL-1 Mus musculus
AUC 956.67 ng.hr.mL-1 Mus musculus
AUC 443.0 ng.hr.mL-1 Mus musculus
AUC 900.33 ng.hr.mL-1 Mus musculus
AUC 1235.0 ng.hr.mL-1 Mus musculus
AUC 1055.0 ng.hr.mL-1 Mus musculus
T1/2 0.5867 hr Mus musculus
T1/2 0.7883 hr Mus musculus
T1/2 1.0 hr -
T1/2 0.2167 hr Mus musculus
T1/2 0.2 hr Rattus norvegicus
T1/2 0.15 hr Homo sapiens
T1/2 1.0 hr Mus musculus
T1/2 1.0 hr Rattus norvegicus
T1/2 1.0 hr Homo sapiens
Tmax 1.0 hr Mus musculus
Vd 68.04 L.kg-1 Mus musculus
Vd 2.156 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
30122284 10.1016/j.bmc.2018.08.003 ADMET 30
30122284 10.1016/j.bmc.2018.08.003 Mus musculus 10
30122284 10.1016/j.bmc.2018.08.003 Cannabinoid receptor 1 5
30122284 10.1016/j.bmc.2018.08.003 Rattus norvegicus 5
30122284 10.1016/j.bmc.2018.08.003 Cannabinoid receptor 2 4
30122284 10.1016/j.bmc.2018.08.003 No relevant target 1

Data from ChEMBL 36 via Core Engine