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Compound Detail

CHEMBL381689

SR-144528
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Cc1ccc(Cn2nc(C(=O)NC3C4(C)CCC(C4)C3(C)C)cc2-c2ccc(Cl)c(C)c2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL381689
Name SR-144528
Phase Preclinical
Structure Type MOL
InChI Key SUGVYNSRNKFXQM-UHFFFAOYSA-N
6
Targets
58
Activities
4
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

476.1
MW (Da)
6.81
ALogP
3
HBA
1
HBD
46.9
PSA (Ų)
0.44
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 C29H34ClN3O
MW 476.06
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness -0.71

Activity Summary

Ki 42 meas. best 9.55
EC50 12 meas. best 8.74
IC50 3 meas. best 8.52
Kd 1 meas. best 8.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cannabinoid receptor 2
CHEMBL253
 Ki 9.55 8.4438 0.3 26
Cannabinoid receptor 2
CHEMBL5373
 Ki 9.55 9.55 0.3 2
Cannabinoid receptor 1
CHEMBL218
 Ki 9.4 6.7375 0.4 8
Cannabinoid receptor 2
CHEMBL2470
 Ki 9.22 9.22 0.6 1
Cannabinoid receptor 2
CHEMBL253
 EC50 8.74 7.9258 1.8 12
Cannabinoid receptor 2
CHEMBL253
 IC50 8.52 8.5067 3.0 3
Cannabinoid receptor 2
CHEMBL253
 Kd 8.2 8.2 6.3 1
Cannabinoid receptor 1
CHEMBL3037
 Ki 7.16 7.16 70.0 2
Cannabinoid receptor 1
CHEMBL3571
 Ki 6.4 6.38 400.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cannabinoid receptor 2 Ki = 0.28 nM 9.55 Displacement of [3H]CP-55940 from CD1 mouse spleen CB2 receptor 17149879
Cannabinoid receptor 2 Ki = 0.28 nM 9.55 Displacement of [3H]-CP-55940 from cannabinoid CB2 receptor in CD1 mouse spleen ... 24095014
Cannabinoid receptor 2 Ki = 0.28 nM 9.55 Displacement of [3H]-CP-55,940 from CB2 receptor (unknown origin) 24922543
Cannabinoid receptor 1 Ki = 0.4 nM 9.4 Displacement of [3H]-CP-55940 from human CB1 receptor expressed in HEK293T cell ... 24856183
Cannabinoid receptor 2 Ki = 0.6 nM 9.22 Displacement of [3H]CP-55,940 from human frontal cortex CB2 receptor expressed i... 27624523
Cannabinoid receptor 2 Ki = 0.6 nM 9.22 Displacement of [3H]CP55,940 from human recombinant CB2 receptor expressed in HE... 25486424
Cannabinoid receptor 2 Ki = 0.6 nM 9.22 Displacement of [3H]CP-55,940 from human recombinant CB2R expressed in HEK-293 c... 25272206
Cannabinoid receptor 2 Ki = 0.6 nM 9.22 Antagonist activity at cloned human CB2 receptor 24445310
Cannabinoid receptor 2 Ki = 0.6 nM 9.22 Antagonist activity at rat spleen CB2 receptor 24445310
Cannabinoid receptor 2 Ki = 0.6 nM 9.22 Displacement of [3H]CP55,940 from human recombinant CB2 receptor expressed in HE... 24518874
Cannabinoid receptor 2 Ki = 0.6 nM 9.22 Displacement of [3H]CP-55940 from human recombinant CB2 receptor expressed in HE... 19435366
Cannabinoid receptor 2 EC50 = 1.8 nM 8.74 Agonist activity at human CB2 receptor after 1 hr by [35S]-GTPgammaS binding ass... 25699149
Cannabinoid receptor 2 EC50 = 1.8 nM 8.74 Agonist activity at human CB2 receptor expressed in CHO cells assessed as stimul... 20979417
Cannabinoid receptor 2 Ki = 2.1 nM 8.68 Displacement of [3H]CP55940 from human CB2 receptor expressed in CHO cells incub... 23072339
Cannabinoid receptor 2 Ki = 2.1 nM 8.68 Displacement of [3H]CP-55940 from human CB2 receptor expressed in CHO cell membr... 24729834
Cannabinoid receptor 2 Ki = 2.1 nM 8.68 Displacement of [3H]CP-55,940 from CB2 receptor (unknown origin) after 1 hr by s... 23406429
Cannabinoid receptor 2 EC50 = 2.1 nM 8.68 Effect on [35S]GTP-gamma-S binding to human CB2 receptor 16392793
Cannabinoid receptor 2 EC50 = 2.1 nM 8.68 Agonist activity at human CB2 receptor expressed in CHO cell membranes after 1 h... 23151320
Cannabinoid receptor 2 IC50 = 3.0 nM 8.52 Inverse agonist activity at human CB2 receptor expressed in CHO membranes by [35... 24518874
Cannabinoid receptor 2 IC50 = 3.162 nM 8.5 Inhibition of [35S]GTP-gamma-S binding to human CB2 receptor expressed in CHO ce... 16539390

Literature References

PubMed DOI Target Context # Activities
20031412 10.1016/j.bmcl.2009.12.032 Cannabinoid receptor 2 4
24518874 10.1016/j.ejmech.2013.10.070 Cannabinoid receptor 2 4
16392793 10.1021/jm050467q Cannabinoid receptor 2 4
20979417 10.1021/jm100286k Cannabinoid receptor 2 3
26275680 10.1016/j.bmc.2015.07.057 Cannabinoid receptor 1 3
23151320 10.1016/j.ejmech.2012.10.031 Cannabinoid receptor 2 3
24984935 10.1016/j.bmc.2014.06.008 Cannabinoid receptor 2 3
26275680 10.1016/j.bmc.2015.07.057 Cannabinoid receptor 2 3
25699149 10.1021/ml500439x Cannabinoid receptor 2 2
19435366 10.1021/jm801563d Cannabinoid receptor 2 2
23406429 10.1021/jm3017464 Cannabinoid receptor 2 2
24729834 10.1021/ml3004236 Cannabinoid receptor 2 2
27624523 10.1016/j.bmc.2016.08.055 Unchecked 2
23072339 10.1021/jm301212u Cannabinoid receptor 2 2
24445310 10.1016/j.ejmech.2013.12.018 Cannabinoid receptor 1 2
17915849 10.1021/jm070387h Cannabinoid receptor 2 2
24445310 10.1016/j.ejmech.2013.12.018 Cannabinoid receptor 2 2
27624523 10.1016/j.bmc.2016.08.055 Cannabinoid receptor 1 2
17149879 10.1021/jm060920d Cannabinoid receptor 2 2
16539390 10.1021/jm050879z Cannabinoid receptor 1 2

Data from ChEMBL 36 via Core Engine