Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL178372

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CCCCCOc1c(OC)ccc2cc(C(=O)NCc3ccc4c(c3)OCO4)c(=O)[nH]c12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL178372
Phase Preclinical
Structure Type MOL
InChI Key GRAJFFFXJYFVOC-UHFFFAOYSA-N
2
Targets
11
Activities
3
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

438.5
MW (Da)
3.76
ALogP
6
HBA
2
HBD
98.9
PSA (Ų)
0.49
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H26N2O6
MW 438.48
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -0.61

Activity Summary

Ki 8 meas. best 10.06
IC50 2 meas. best 7.6
Kd 1 meas. best 6.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cannabinoid receptor 2
CHEMBL253
 Ki 10.06 8.3467 0.1 6
Cannabinoid receptor 2
CHEMBL253
 IC50 7.6 6.895 25.1 2
Cannabinoid receptor 2
CHEMBL253
 Kd 6.8 6.8 158.5 1
Cannabinoid receptor 1
CHEMBL218
 Ki 5.62 5.515 2370.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cannabinoid receptor 2 Ki = 0.087 nM 10.06 Binding affinity to CB2 receptor 21872477
Cannabinoid receptor 2 Ki = 0.38 nM 9.42 Binding affinity for cannabinoid receptor 2 15664857
Cannabinoid receptor 2 Ki = 1.55 nM 8.81 Binding affinity for cannabinoid receptor 2 15664857
Cannabinoid receptor 2 IC50 = 25.12 nM 7.6 Inhibition of [35S]GTP-gamma-S binding to human CB2 receptor expressed in CHO ce... 16539390
Cannabinoid receptor 2 Ki = 35.9 nM 7.45 Binding affinity for cannabinoid receptor 2 15664857
Cannabinoid receptor 2 Ki = 35.9 nM 7.45 Displacement of [3H]CP 55940 from human CB2 receptor in cell free system 21183257
Cannabinoid receptor 2 Ki = 130.0 nM 6.89 Displacement of [3H]CP-55940 from human CB2 receptor expressed in CHO cells 20031412
Cannabinoid receptor 2 Kd = 158.49 nM 6.8 Antagonist activity at human CB2 receptor assessed as inhibition of forskolin-st... 20031412
Cannabinoid receptor 2 IC50 = 644.0 nM 6.19 Antagonist activity at CB2 receptor (unknown origin) stably expressed in CHO cel... 24445310
Cannabinoid receptor 1 Ki = 2370.0 nM 5.62 Displacement of [3H]CP 55940 from human CB1 receptor in cell free system 21183257
Cannabinoid receptor 1 Ki = 3924.0 nM 5.41 Displacement of [3H]CP-55940 from human CB1 receptor expressed in CHO cells 20031412

Literature References

PubMed DOI Target Context # Activities
15664857 10.1016/j.bmcl.2004.11.007 Cannabinoid receptor 3
15664857 10.1016/j.bmcl.2004.11.007 Cannabinoid receptor 2 3
20031412 10.1016/j.bmcl.2009.12.032 Cannabinoid receptor 2 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
24445310 10.1016/j.ejmech.2013.12.018 Cannabinoid receptor 1 2
24445310 10.1016/j.ejmech.2013.12.018 Cannabinoid receptor 2 2
16539390 10.1021/jm050879z Cannabinoid receptor 1 2
16539390 10.1021/jm050879z Cannabinoid receptor 2 2
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
21872477 10.1016/j.bmc.2011.07.062 Cannabinoid receptor 2 1
21872477 10.1016/j.bmc.2011.07.062 Unchecked 1
20031412 10.1016/j.bmcl.2009.12.032 Unchecked 1
20031412 10.1016/j.bmcl.2009.12.032 Cannabinoid receptor 1 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1

Data from ChEMBL 36 via Core Engine