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

CHEMBL1092169

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
CC(C)(O)C(=O)c1oc2nc(-c3ccccc3Cl)c(-c3ccc(Cl)cc3)cc2c1NC(=O)CO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1092169
Phase Preclinical
Structure Type MOL
InChI Key NLFVFVQFPLEKDA-UHFFFAOYSA-N
5
Targets
7
Activities
2
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

499.4
MW (Da)
5.35
ALogP
6
HBA
3
HBD
112.7
PSA (Ų)
0.31
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H20Cl2N2O5
MW 499.35
Aromatic Rings 4
Heavy Atoms 34
NP-Likeness -0.49

Activity Summary

IC50 6 meas. best 8.37
EC50 1 meas. best 6.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cannabinoid receptor 1
CHEMBL218
 IC50 8.37 8.37 4.3 2
GABA-A receptor; agonist GABA site
CHEMBL2109244
 EC50 6.16 6.16 700.0 1
Unchecked
CHEMBL612545
 IC50 5.75 5.75 1800.0 1
Cannabinoid receptor 2
CHEMBL253
 IC50 5.27 5.27 5400.0 2
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.18 5.18 6600.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 8.6 mL.min-1.kg-1 Rattus norvegicus
CL 33.0 mL.min-1.kg-1 Canis lupus familiaris
CL 2.1 mL.min-1.kg-1 Macaca mulatta
F 64.0 % Rattus norvegicus
F 9.0 % Canis lupus familiaris
F 50.0 % Macaca mulatta
T1/2 7.5 hr Rattus norvegicus
T1/2 1.8 hr Canis lupus familiaris
T1/2 17.0 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cannabinoid receptor 1 IC50 = 4.3 nM 8.37 Inhibition of human CB1 receptor 20096577
Cannabinoid receptor 1 IC50 = 4.3 nM 8.37 Inhibition of cannabinoid CB1 receptor 20423086
GABA-A receptor; agonist GABA site EC50 = 700.0 nM 6.16 Partial agonist activity at human alpha-1-beta-3-gamma-2 GABAA receptor expresse... 20096577
Unchecked IC50 = 1800.0 nM 5.75 Inhibition of rat GABAA receptor 20096577
Cannabinoid receptor 2 IC50 = 5400.0 nM 5.27 Inhibition of human CB2 receptor 20096577
Cannabinoid receptor 2 IC50 = 5400.0 nM 5.27 Inhibition of cannabinoid CB2 receptor 20423086
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 6600.0 nM 5.18 Inhibition of human ERG potassium channel 20096577

Literature References

PubMed DOI Target Context # Activities
20096577 10.1016/j.bmcl.2009.12.065 Rattus norvegicus 13
20096577 10.1016/j.bmcl.2009.12.065 Canis familiaris 7
20096577 10.1016/j.bmcl.2009.12.065 Mus musculus 7
20096577 10.1016/j.bmcl.2009.12.065 Brain 4
20096577 10.1016/j.bmcl.2009.12.065 Plasma 4
20096577 10.1016/j.bmcl.2009.12.065 Rhesus monkey 3
20096577 10.1016/j.bmcl.2009.12.065 ADMET 3
20423086 10.1021/jm100023j Mus musculus 3
20423086 10.1021/jm100023j Rattus norvegicus 2
20423086 10.1021/jm100023j Cannabinoid receptor 2 2
20423086 10.1021/jm100023j Cannabinoid receptor 1 2
20096577 10.1016/j.bmcl.2009.12.065 Unchecked 2
20096577 10.1016/j.bmcl.2009.12.065 Cytochrome P450 2C9 1
20096577 10.1016/j.bmcl.2009.12.065 GABA-A receptor; agonist GABA site 1
20096577 10.1016/j.bmcl.2009.12.065 Voltage-gated inwardly rectifying potassium channel KCNH2 1
20096577 10.1016/j.bmcl.2009.12.065 Cytochrome P450 1A2 1
20096577 10.1016/j.bmcl.2009.12.065 Cytochrome P450 2C19 1
20096577 10.1016/j.bmcl.2009.12.065 Cytochrome P450 2D6 1
20096577 10.1016/j.bmcl.2009.12.065 Cannabinoid receptor 1 1
20096577 10.1016/j.bmcl.2009.12.065 Cytochrome P450 3A4 1

Data from ChEMBL 36 via Core Engine