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Compound Detail

CHEMBL471988

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CC1=CC[C@@H]2[C@@H](C1)c1c(O)cc(C(C)(C)c3ccc(Cl)cc3)cc1OC2(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL471988
Phase Preclinical
Structure Type MOL
InChI Key IRTQKPRGPXHPGU-WOJBJXKFSA-N
4
Targets
9
Activities
2
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

397.0
MW (Da)
6.98
ALogP
2
HBA
1
HBD
29.5
PSA (Ų)
0.55
QED
1
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H29ClO2
MW 396.96
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness 1.22

Activity Summary

EC50 5 meas. best 5.54
Ki 4 meas. best 8.78

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cannabinoid receptor 2
CHEMBL253
 Ki 8.78 8.78 1.7 2
Cannabinoid receptor 1
CHEMBL218
 Ki 7.73 7.73 18.8 2
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 5.54 5.3775 2870.0 4
T98G
CHEMBL614775
 EC50 5.47 5.47 3400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cannabinoid receptor 2 Ki = 1.68 nM 8.78 Binding affinity to CB2 receptor 19250829
Cannabinoid receptor 2 Ki = 1.68 nM 8.78 Displacement of [3H]CP-55940 from human CB2 receptor expressed in CHO-K1 cells 18524604
Cannabinoid receptor 1 Ki = 18.8 nM 7.73 Binding affinity to CB1 receptor 19250829
Cannabinoid receptor 1 Ki = 18.8 nM 7.73 Displacement of [3H]CP-55940 from human CB1 receptor expressed in HEK293 cells 18524604
NON-PROTEIN TARGET EC50 = 2870.0 nM 5.54 Cytotoxicity against human LN229 cells assessed as cell death after 18 hrs 18524604
NON-PROTEIN TARGET EC50 = 3270.0 nM 5.49 Cytotoxicity against human U87 cells by side flank model relative to control 18524604
T98G EC50 = 3400.0 nM 5.47 Cytotoxicity against human T98G cells assessed as cell death after 18 hrs 18524604
NON-PROTEIN TARGET EC50 = 4610.0 nM 5.34 Cytotoxicity against human DBTRG-O5MG cells assessed as cell death after 18 hrs 18524604
NON-PROTEIN TARGET EC50 = 7310.0 nM 5.14 Cytotoxicity against human MT310 cells assessed as cell death after 18 hrs 18524604

Literature References

PubMed DOI Target Context # Activities
18524604 10.1016/j.bmc.2008.05.034 NON-PROTEIN TARGET 4
19250829 10.1016/j.bmc.2008.11.059 Cannabinoid receptor 2 1
19250829 10.1016/j.bmc.2008.11.059 Cannabinoid receptor 1 1
18524604 10.1016/j.bmc.2008.05.034 Cannabinoid receptor 2 1
18524604 10.1016/j.bmc.2008.05.034 Unchecked 1
18524604 10.1016/j.bmc.2008.05.034 T98G 1
18524604 10.1016/j.bmc.2008.05.034 Cannabinoid receptor 1 1

Data from ChEMBL 36 via Core Engine