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Compound Detail

CHEMBL127644

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C1=C(CCN2CCOCC2)c2ccccc2/C1=C/c1cccc2ccccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL127644
Phase Preclinical
Structure Type MOL
InChI Key RTRAPBQOJODDGH-PTGBLXJZSA-N
6
Targets
12
Activities
3
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

367.5
MW (Da)
5.50
ALogP
2
HBA
0
HBD
12.5
PSA (Ų)
0.60
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 C26H25NO
MW 367.49
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.47

Activity Summary

Ki 7 meas. best 8.56
EC50 3 meas. best 8.18
IC50 2 meas. best 8.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cannabinoid receptor 1
CHEMBL218
 Ki 8.56 7.7675 2.7 4
Cannabinoid receptor 2
CHEMBL253
 Ki 8.56 8.405 2.7 2
Cavia porcellus
CHEMBL369
 EC50 8.18 8.18 6.6 1
Mus musculus
CHEMBL375
 IC50 8.15 8.15 7.0 1
Cannabinoid receptor 2
CHEMBL253
 EC50 6.86 6.86 138.0 1
Cannabinoid receptor 1
CHEMBL218
 EC50 6.59 6.59 257.0 1
Cannabinoid receptor
CHEMBL2111385
 IC50 6.0 6.0 1000.0 1
Unchecked
CHEMBL612545
 Ki 5.47 5.47 3400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cannabinoid receptor 1 Ki = 2.72 nM 8.56 Compound was evaluated for its binding affinity against Cannabinoid receptor 1 i... 9857088
Cannabinoid receptor 2 Ki = 2.72 nM 8.56 Compound was evaluated for its binding affinity against Cannabinoid receptor 2 i... 9857088
Cannabinoid receptor 1 Ki = 4.69 nM 8.33 Displacement of [3H]-CP55940 from human CB1 receptor 27482723
Cannabinoid receptor 2 Ki = 5.62 nM 8.25 Displacement of [3H]-CP55940 from human CB2 receptor 27482723
Cavia porcellus EC50 = 6.57 nM 8.18 Compound was evaluated for inhibition of electrically evoked contractions of the... 9857088
Mus musculus IC50 = 7.0 nM 8.15 Concentration required for inhibition of electrically stimulated contraction of ... -
Cannabinoid receptor 1 Ki = 10.8 nM 7.97 Compound was evaluated for its binding affinity against Cannabinoid receptor 1 i... 9857088
Cannabinoid receptor 2 EC50 = 138.0 nM 6.86 Agonist activity at human CB2R expressed in CHO cells by Ca2+ flux assay 27482723
Cannabinoid receptor 1 EC50 = 257.0 nM 6.59 Agonist activity at human CB1R expressed in CHO cells by Ca2+ flux assay 27482723
Cannabinoid receptor 1 Ki = 611.0 nM 6.21 Compound was evaluated for its binding affinity against Cannabinoid receptor 1 i... 9857088
Cannabinoid receptor IC50 = 1000.0 nM 6.0 Displacement of 0.5 nM [3H](R)-(+)-WIN-55212-2 from Cannabinoid receptor of rat ... -
Unchecked Ki = 3400.0 nM 5.47 Displacement of [3H]-WIN55212-2 from HEK293 cell membrane lacking CB1R and CB2R ... 36708677

Literature References

PubMed DOI Target Context # Activities
9857088 10.1021/jm9801197 Cannabinoid receptor 1 3
27482723 10.1021/acs.jmedchem.6b00516 Cannabinoid receptor 1 3
27482723 10.1021/acs.jmedchem.6b00516 Cannabinoid receptor 2 3
27482723 10.1021/acs.jmedchem.6b00516 ADMET 3
- 10.1016/0960-894X(95)00040-Z Mus musculus 2
9857088 10.1021/jm9801197 Cannabinoid receptor 2 1
9857088 10.1021/jm9801197 Cavia porcellus 1
- 10.1016/0960-894X(95)00040-Z Prostaglandin-H2 D-isomerase 1
- 10.1016/0960-894X(95)00040-Z Cannabinoid receptor 1
27482723 10.1021/acs.jmedchem.6b00516 Rattus norvegicus 1
36708677 10.1016/j.ejmech.2023.115123 Unchecked 1

Data from ChEMBL 36 via Core Engine