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Compound Detail

CHEMBL519575

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CC1=CC[C@@H]2[C@@H](C1)c1c(O)cc(C(C)(C)c3cccs3)cc1OC2(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL519575
Phase Preclinical
Structure Type MOL
InChI Key HBOZOOYIOXJZFX-IAGOWNOFSA-N
4
Targets
11
Activities
2
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

368.5
MW (Da)
6.39
ALogP
3
HBA
1
HBD
29.5
PSA (Ų)
0.62
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 C23H28O2S
MW 368.54
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness 1.31

Activity Summary

Ki 6 meas. best 9.57
EC50 5 meas. best 5.74

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cannabinoid receptor 2
CHEMBL253
 Ki 9.57 9.3933 0.3 3
Cannabinoid receptor 1
CHEMBL218
 Ki 8.97 8.6167 1.1 3
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 5.74 5.6 1830.0 4
T98G
CHEMBL614775
 EC50 5.66 5.66 2210.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cannabinoid receptor 2 Ki = 0.27 nM 9.57 Binding affinity to CB2 receptor 19250829
Cannabinoid receptor 2 Ki = 0.27 nM 9.57 Displacement of [3H]CP-55940 from human CB2 receptor expressed in CHO-K1 cells 18524604
Cannabinoid receptor 2 Ki = 0.91 nM 9.04 Displacement of [3H]CP 55940 from human CB2 receptor in cell free system 21183257
Cannabinoid receptor 1 Ki = 1.08 nM 8.97 Binding affinity to CB1 receptor 19250829
Cannabinoid receptor 1 Ki = 1.08 nM 8.97 Displacement of [3H]CP-55940 from human CB1 receptor expressed in HEK293 cells 18524604
Cannabinoid receptor 1 Ki = 12.3 nM 7.91 Displacement of [3H]CP 55940 from human CB1 receptor in cell free system 21183257
NON-PROTEIN TARGET EC50 = 1830.0 nM 5.74 Cytotoxicity against human U87 cells by side flank model relative to control 18524604
NON-PROTEIN TARGET EC50 = 2020.0 nM 5.7 Cytotoxicity against human LN229 cells assessed as cell death after 18 hrs 18524604
T98G EC50 = 2210.0 nM 5.66 Cytotoxicity against human T98G cells assessed as cell death after 18 hrs 18524604
NON-PROTEIN TARGET EC50 = 2670.0 nM 5.57 Cytotoxicity against human DBTRG-O5MG cells assessed as cell death after 18 hrs 18524604
NON-PROTEIN TARGET EC50 = 4100.0 nM 5.39 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
21183257 10.1016/j.ejmech.2010.11.034 Cannabinoid receptor 1 1
21183257 10.1016/j.ejmech.2010.11.034 Cannabinoid receptor 2 1
21183257 10.1016/j.ejmech.2010.11.034 Unchecked 1

Data from ChEMBL 36 via Core Engine