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

CHEMBL476833

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
Cc1c(C(=O)NN2CCOCC2)nn(-c2ccc(Cl)cc2Cl)c1-c1ccc(I)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL476833
Phase Preclinical
Structure Type MOL
InChI Key AJFFBPZYXRNAIC-UHFFFAOYSA-N
5
Targets
8
Activities
2
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

557.2
MW (Da)
4.74
ALogP
5
HBA
1
HBD
59.4
PSA (Ų)
0.47
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H19Cl2IN4O2
MW 557.22
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.78

Activity Summary

Ki 7 meas. best 8.35
EC50 1 meas. best 4.87

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cannabinoid receptor 1
CHEMBL3571
 Ki 8.35 8.13 4.5 2
Cannabinoid receptor 1
CHEMBL218
 Ki 7.88 7.38 13.2 3
Cannabinoid receptor 2
CHEMBL2470
 Ki 5.38 5.38 4200.0 1
Cannabinoid receptor 2
CHEMBL253
 Ki 5.38 5.38 4200.0 1
G-protein coupled receptor 55
CHEMBL1075322
 EC50 4.87 4.87 13600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cannabinoid receptor 1 Ki = 4.5 nM 8.35 Binding affinity was determined by using a competition assay with [125 I]- AM251... 12570386
Cannabinoid receptor 1 Ki = 12.4 nM 7.91 Displacement of [3H]CP-55940 from cannabinoid CB1 receptor in rat brain cortical... 19278853
Cannabinoid receptor 1 Ki = 13.2 nM 7.88 Antagonist activity at CB1 receptor (unknown origin) -
Cannabinoid receptor 1 Ki = 13.24 nM 7.88 Antagonist activity at CB1 receptor (unknown origin) -
Cannabinoid receptor 1 Ki = 422.0 nM 6.38 Displacement of [3H]CP-55940 form human recombinant CB1 receptor expressed in HE... 18511157
Cannabinoid receptor 2 Ki = 4200.0 nM 5.38 Displacement of [3H]CP-55940 from human recombinant cannabinoid CB2 receptor exp... 19278853
Cannabinoid receptor 2 Ki = 4200.0 nM 5.38 Binding affinity to rat spleen cannabinoid CB2 receptor 19278853
G-protein coupled receptor 55 EC50 = 13600.0 nM 4.87 Agonist activity at human GPR55 expressed in HEK293 cells assessed as increase i... -

Literature References

PubMed DOI Target Context # Activities
19278853 10.1016/j.bmc.2009.02.027 Cannabinoid receptor 1 4
- 10.1039/C3MD00394A Cannabinoid receptor 1 3
12570386 10.1021/jm020157x No relevant target 2
19278853 10.1016/j.bmc.2009.02.027 Cannabinoid receptor 2 2
- 10.1007/s00044-012-0418-y Cannabinoid receptor 1 2
- 10.1039/C3MD00394A Cannabinoid receptor 2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
12570386 10.1021/jm020157x Cannabinoid receptor 1 1
18511157 10.1016/j.ejmech.2008.03.040 Cannabinoid receptor 1 1
- 10.1039/C3MD00394A G-protein coupled receptor 55 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