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

CHEMBL3262896

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
COc1ccc(C(=O)N2CCN(C(=O)/C=C/c3ccc(Br)cc3)CC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3262896
Phase Preclinical
Structure Type MOL
InChI Key OFHXXBRBGWUOHR-NYYWCZLTSA-N
5
Targets
21
Activities
1
Assay Types
18
PK Parameters
20
Publications
0
Known Names

Molecular Properties

429.3
MW (Da)
3.46
ALogP
3
HBA
0
HBD
49.9
PSA (Ų)
0.70
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H21BrN2O3
MW 429.31
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.76

Activity Summary

IC50 21 meas. best 9.65

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
G-protein coupled receptor 183
CHEMBL3259470
 IC50 9.65 8.3853 0.2 15
Unchecked
CHEMBL612545
 IC50 8.8 8.8 1.6 1
U-937
CHEMBL612794
 IC50 8.35 8.35 4.5 1
G-protein coupled receptor 183
CHEMBL3259471
 IC50 7.86 7.84 13.8 2
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.8 5.8 1600.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 1045.37 ng.hr.mL-1 Mus musculus
AUC 1548.95 ng.hr.mL-1 Mus musculus
AUC 966.0 ng.hr.mL-1 Mus musculus
AUC 2070.0 ng.hr.mL-1 Mus musculus
CL 46.0 mL.min-1.g-1 Mus musculus
CL 16.0 mL.min-1.g-1 Mus musculus
CL 17.3 mL.min-1.kg-1 Mus musculus
CL 46.0 mL.min-1.g-1 Mus musculus
Cmax 835.0 nM Mus musculus
Cmax 1425.54 nM Mus musculus
Cmax 640.0 ng/mg Mus musculus
F 49.0 % Mus musculus
F 71.4 % Mus musculus
T1/2 1.1 hr Mus musculus
T1/2 1.17 hr Mus musculus
T1/2 2.19 hr Mus musculus
Tmax 1.0 hr Mus musculus
Vd 1.745 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
G-protein coupled receptor 183 IC50 = 0.2239 nM 9.65 Antagonist activity at EBI2 receptor in human U937 cells assessed as inhibition ... 24678947
G-protein coupled receptor 183 IC50 = 0.3 nM 9.52 Antagonist activity at EBI2 receptor in human U937 cells assessed as inhibition ... 24678947
G-protein coupled receptor 183 IC50 = 0.564 nM 9.25 PubChem BioAssay. SAR confirmation of small molecule antagonists of the EBI2 rec... -
G-protein coupled receptor 183 IC50 = 1.083 nM 8.96 GPCR PRESTO-Tango dose-response in antagonist mode with target: GPR183 -
Unchecked IC50 = 1.6 nM 8.8 Inhibition of human beta-arrestin 38047891
G-protein coupled receptor 183 IC50 = 2.86 nM 8.54 Antagonist activity at GPR183 (unknown origin) transfected in HEK293 cells incub... 38417036
U-937 IC50 = 4.5 nM 8.35 Antimigratory activity against human U-937 cells assessed as inhibition of 7alph... 38417036
G-protein coupled receptor 183 IC50 = 7.0 nM 8.15 Antagonist activity at recombinant human EBI2 receptor expressed in CHO cells as... 24678947
G-protein coupled receptor 183 IC50 = 7.079 nM 8.15 Antagonist activity at recombinant human EBI2 receptor expressed in CHO cells as... 24678947
G-protein coupled receptor 183 IC50 = 8.511 nM 8.07 Antagonist activity at recombinant human EBI2 receptor expressed in CHO cells as... 24678947
G-protein coupled receptor 183 IC50 = 8.5 nM 8.07 Antagonist activity at recombinant human EBI2 receptor expressed in CHO cells as... 24678947
G-protein coupled receptor 183 IC50 = 8.71 nM 8.06 Antagonist activity at EBI2 receptor in human U937 cells assessed as inhibition ... 24678947
G-protein coupled receptor 183 IC50 = 9.0 nM 8.05 Antagonist activity at EBI2 receptor in human U937 cells assessed as inhibition ... 24678947
G-protein coupled receptor 183 IC50 = 10.47 nM 7.98 Antagonist activity at recombinant human EBI2 receptor expressed in CHO cells as... 24678947
G-protein coupled receptor 183 IC50 = 11.0 nM 7.96 Antagonist activity at recombinant human EBI2 receptor expressed in CHO cells as... 24678947
G-protein coupled receptor 183 IC50 = 11.0 nM 7.96 Antagonist activity at human GPR183 38417036
G-protein coupled receptor 183 IC50 = 13.8 nM 7.86 Antagonist activity at recombinant mouse EBI2 receptor expressed in CHO cells as... 24678947
G-protein coupled receptor 183 IC50 = 15.0 nM 7.82 Antagonist activity at recombinant mouse EBI2 receptor expressed in CHO cells as... 24678947
G-protein coupled receptor 183 IC50 = 38.6 nM 7.41 Antagonist activity at human GPR183 expressed in CHO-K1 cells co-expressing Gqi5... 38047891
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 1600.0 nM 5.8 Inhibition of human ERG stably expressed in HEK293 cells by whole cell voltage c... 38047891

Literature References

PubMed DOI Target Context # Activities
24678947 10.1021/jm4019355 G-protein coupled receptor 183 15
38417036 10.1021/acs.jmedchem.3c01905 ADMET 10
24678947 10.1021/jm4019355 Mus musculus 8
- 10.6019/CHEMBL5058564 U2OS 8
- 10.6019/CHEMBL5058564 Fibroblast 7
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 2
- 10.6019/CHEMBL5209801 Apelin receptor 2
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 2
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 2
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 2
38417036 10.1021/acs.jmedchem.3c01905 G-protein coupled receptor 183 2
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 2
- 10.6019/CHEMBL5209801 G-protein coupled receptor 35 2
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 2
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 2
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 2
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 2
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 2

Data from ChEMBL 36 via Core Engine