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Compound Detail

CHEMBL13178

PRAVADOLINE
🧪 Phase II
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🧪 Phase II
COc1ccc(C(=O)c2c(C)n(CCN3CCOCC3)c3ccccc23)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL13178
Name PRAVADOLINE
Phase Phase II
Structure Type MOL
InChI Key MEUQWHZOUDZXHH-UHFFFAOYSA-N

Known Names

Pravadolina Pravadoline
5
Targets
15
Activities
2
Assay Types
0
PK Parameters
20
Publications
2
Known Names

Molecular Properties

378.5
MW (Da)
3.52
ALogP
5
HBA
0
HBD
43.7
PSA (Ų)
0.62
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral
USAN Stem -adol-
USAN Year 1989

Extended Properties

Molecular Formula C23H26N2O3
MW 378.47
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -1.07

Activity Summary

IC50 12 meas. best 6.5
Ki 3 meas. best 5.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mus musculus
CHEMBL375
 IC50 6.5 6.184 319.0 5
Cannabinoid receptor 1
CHEMBL218
 IC50 6.34 6.34 453.0 1
Cannabinoid receptor 1
CHEMBL3571
 Ki 5.6 5.6 2511.0 1
Cannabinoid receptor
CHEMBL2111385
 IC50 5.5 5.5 3155.0 3
Cannabinoid receptor 1
CHEMBL3571
 IC50 5.5 5.5 3155.0 1
Prostaglandin-H2 D-isomerase
CHEMBL4334
 IC50 5.46 5.46 3500.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mus musculus IC50 = 319.0 nM 6.5 Concentration required to inhibit electrically induced contractions in isolated ... 7636873
Mus musculus IC50 = 319.0 nM 6.5 In vitro inhibition of electrically induced contractions in isolated mouse vas d... -
Mus musculus IC50 = 453.0 nM 6.34 In vitro inhibition of electrically stimulated contractions of isolated mouse va... 1732519
Cannabinoid receptor 1 IC50 = 453.0 nM 6.34 Agonist activity at CB1 receptor 17582659
Mus musculus IC50 = 530.0 nM 6.28 Concentration required for inhibition of electrically stimulated contraction of ... -
Cannabinoid receptor 1 Ki = 2511.0 nM 5.6 Displacement of [3H]-CP55940 from rat CB1 receptor 27482723
Cannabinoid receptor 1 IC50 = 3155.0 nM 5.5 Concentration of compound required to inhibit 50% of [3H]WIN-55212 binding to Ca... 7636873
Cannabinoid receptor IC50 = 3155.0 nM 5.5 Compound was evaluated for the inhibition of [3H]WIN-55212-2 binding in rat cere... -
Cannabinoid receptor IC50 = 3155.0 nM 5.5 Concentration required to displace 50% of 0.5 nM [3H](aminoalkyl)indole binding ... 1732519
Cannabinoid receptor IC50 = 3155.0 nM 5.5 Displacement of 0.5 nM [3H](R)-(+)-WIN-55212-2 from Cannabinoid receptor of rat ... -
Prostaglandin-H2 D-isomerase IC50 = 3500.0 nM 5.46 Concentration required to inhibit 50% activity of prostaglandin synthetase was d... 1900533
Prostaglandin-H2 D-isomerase IC50 = 3500.0 nM 5.46 Compound was tested for inhibitory activity against prostaglandin synthetase in ... -
Mus musculus IC50 = 5000.0 nM 5.3 Inhibitory activity against PG synthesis was measured in mouse brain microsomes. 1732519

Literature References

PubMed DOI Target Context # Activities
1900533 10.1021/jm00107a034 Rattus norvegicus 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
1732519 10.1021/jm00079a016 Mus musculus 4
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
1900533 10.1021/jm00107a034 Prostaglandin-H2 D-isomerase 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.1016/0960-894X(95)00040-Z Mus musculus 2
1732519 10.1021/jm00079a016 Cannabinoid receptor 1
27482723 10.1021/acs.jmedchem.6b00516 Cannabinoid receptor 1 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
17582659 10.1016/j.ejmech.2007.04.007 Cannabinoid receptor 1 1
- 10.1016/0960-894X(95)00040-Z Cannabinoid receptor 1
- 10.1016/0960-894X(95)00040-Z Prostaglandin-H2 D-isomerase 1
7636873 10.1021/jm00016a013 Cannabinoid receptor 1 1
11448223 10.1021/jm010858e Cannabinoid receptor 1 1
9804691 10.1021/jm980305c Cannabinoid receptor 1 1
- 10.1016/0960-894X(95)00560-G Mus musculus 1
- 10.1016/0960-894X(95)00560-G Cannabinoid receptor 1
1900533 10.1021/jm00107a034 Mus musculus 1

Data from ChEMBL 36 via Core Engine