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Compound Detail

CHEMBL225411

GW842166X
🧪 Phase II
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🧪 Phase II
O=C(NCC1CCOCC1)c1cnc(Nc2ccc(Cl)cc2Cl)nc1C(F)(F)F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL225411
Name GW842166X
Phase Phase II
Structure Type MOL
InChI Key TWQYWUXBZHPIIV-UHFFFAOYSA-N

Known Names

GW 842166 GW 842166X Gw-842,166x GW-842166 GW-842166X GW842166 Gw842166x
2
Targets
11
Activities
1
Assay Types
2
PK Parameters
20
Publications
7
Known Names
3
Indications
1
Mechanisms

Molecular Properties

449.3
MW (Da)
4.70
ALogP
5
HBA
2
HBD
76.1
PSA (Ų)
0.69
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Extended Properties

Molecular Formula C18H17Cl2F3N4O2
MW 449.26
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -1.73

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Cannabinoid CB2 receptor agonist AGONIST Cannabinoid receptor 2 ✓ ✓

Indications

Osteoarthritis Osteoarthritis, Knee Pain

Activity Summary

EC50 11 meas. best 7.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cannabinoid receptor 2
CHEMBL253
 EC50 7.3 6.831 50.0 10
Cannabinoid receptor 2
CHEMBL2470
 EC50 7.04 7.04 91.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 58.0 % Rattus norvegicus
T1/2 3.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cannabinoid receptor 2 EC50 = 50.0 nM 7.3 Agonist activity at CB2 receptor 18006322
Cannabinoid receptor 2 EC50 = 50.0 nM 7.3 Displacement of [3H]CP-55940 from human recombinant CB2 receptor 19143566
Cannabinoid receptor 2 EC50 = 63.0 nM 7.2 Agonist activity at human recombinant CB2 receptor expressed in Saccharomyces ce... 17477516
Cannabinoid receptor 2 EC50 = 63.0 nM 7.2 Agonist activity at human CB2 receptor expressed in CHO cells assessed as inhibi... 18255291
Cannabinoid receptor 2 EC50 = 63.0 nM 7.2 Agonist activity at human recombinant cannabinoid CB2 receptor expressed in MMY2... 19743867
Cannabinoid receptor 2 EC50 = 91.0 nM 7.04 Agonist activity at rat CB2 receptor 17477516
Cannabinoid receptor 2 EC50 = 350.0 nM 6.46 Agonist activity at human CB2 receptor expressed in CHO cells assessed as inhibi... 19243942
Cannabinoid receptor 2 EC50 = 342.8 nM 6.46 Agonist activity at CB2 receptor (unknown origin) expressed in CHO cells co-expr... 28626532
Cannabinoid receptor 2 EC50 = 342.8 nM 6.46 Agonist activity at CB2 receptor (unknown origin) expressed in CHO cells assesse... 28651225
Cannabinoid receptor 2 EC50 = 431.0 nM 6.37 Agonist activity at CB2 receptor (unknown origin) expressed in CHO cells by calc... 25644673
Cannabinoid receptor 2 EC50 = 437.0 nM 6.36 Agonist activity at CB2R (unknown origin) CHO cells stably expressing Galpha16 a... 26151231

Literature References

PubMed DOI Target Context # Activities
17477516 10.1021/jm061195+ Rattus norvegicus 8
17477516 10.1021/jm061195+ Cannabinoid receptor 2 4
19243942 10.1016/j.bmcl.2009.02.033 Cannabinoid receptor 2 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
28651225 10.1016/j.ejmech.2017.05.060 Cannabinoid receptor 2 3
28651225 10.1016/j.ejmech.2017.05.060 Cannabinoid receptor 1 3
26151231 10.1021/acs.jmedchem.5b00227 Cannabinoid receptor 2 2
28626532 10.1021/acsmedchemlett.7b00007 Cannabinoid receptor 2 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
19743867 10.1021/jm9009857 Cannabinoid receptor 2 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
18255291 10.1016/j.bmcl.2008.01.042 Cannabinoid receptor 2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
18006322 10.1016/j.bmc.2007.10.087 Cannabinoid receptor 2 1
19143566 10.1021/jm801044g Unchecked 1
19143566 10.1021/jm801044g Cannabinoid receptor 1 1
18255291 10.1016/j.bmcl.2008.01.042 Unchecked 1
17477516 10.1021/jm061195+ Cytochrome P450 3A4 1
17477516 10.1021/jm061195+ Cytochrome P450 2D6 1
17477516 10.1021/jm061195+ Cytochrome P450 2C9 1

Data from ChEMBL 36 via Core Engine