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Compound Detail

CHEMBL273083

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CSc1ccc(C(=O)N[C@@H]2CCCC[C@@H]2NC(=O)CNC(=O)c2cc(C(F)(F)F)ccc2NC(=O)NC(C)C)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL273083
Phase Preclinical
Structure Type MOL
InChI Key IBPXYDUJQWENPM-XZOQPEGZSA-N
7
Targets
16
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

593.7
MW (Da)
4.54
ALogP
5
HBA
5
HBD
128.4
PSA (Ų)
0.27
QED
1
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H34F3N5O4S
MW 593.67
Aromatic Rings 2
Heavy Atoms 41
NP-Likeness -1.59

Activity Summary

IC50 10 meas. best 9.0
EC50 4 meas. best 6.04
Ki 2 meas. best 5.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
C-C chemokine receptor type 2
CHEMBL4015
 IC50 9.0 8.1278 1.0 9
Beta-2 adrenergic receptor
CHEMBL210
 EC50 6.04 6.04 917.0 1
D(3) dopamine receptor
CHEMBL234
 Ki 5.92 5.92 1189.8 1
Histamine H1 receptor
CHEMBL231
 Ki 5.79 5.79 1614.2 1
Glucagon-like peptide 1 receptor
CHEMBL1784
 EC50 5.63 5.63 2335.6 1
Free fatty acid receptor 4
CHEMBL5339
 EC50 5.55 5.55 2839.6 1
Glucose-dependent insulinotropic receptor
CHEMBL5652
 EC50 5.5 5.5 3200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
C-C chemokine receptor type 2 IC50 = 1.0 nM 9.0 Antagonist activity at human CCR2 in PBMCs assessed as inhibition of chemotaxis 18232650
C-C chemokine receptor type 2 IC50 = 1.0 nM 9.0 Antagonist activity at CCR2 in human PBMC assessed as MCP1-induced chemotaxis 19481449
C-C chemokine receptor type 2 IC50 = 3.7 nM 8.43 Binding affinity to CCR2 E291A mutant 18232650
C-C chemokine receptor type 2 IC50 = 5.1 nM 8.29 Displacement of radiolabeled MCP1 from human CCR2 in PBMCs 18232650
C-C chemokine receptor type 2 IC50 = 5.1 nM 8.29 Displacement of [125I]MCP1 from CCR2 in human PBMC by millipore filter plate ass... 19481449
C-C chemokine receptor type 2 IC50 = 7.5 nM 8.12 Binding affinity to wild type CCR2 18232650
C-C chemokine receptor type 2 IC50 = 18.0 nM 7.75 Antagonist activity at human CCR2 in PBMCs assessed as inhibition of MCP1-induce... 18232650
C-C chemokine receptor type 2 IC50 = 18.0 nM 7.75 Antagonist activity at CCR2 in human PBMC assessed as MCP1-induced calcium flux ... 19481449
C-C chemokine receptor type 2 IC50 = 303.7 nM 6.52 Binding affinity to CCR2 T292A mutant 18232650
Beta-2 adrenergic receptor EC50 = 917.0 nM 6.04 GPCR PRESTO-Tango dose-response in antagonist mode with target: ADRB2 -
D(3) dopamine receptor Ki = 1189.78 nM 5.92 PDSP Secondary Binding target: DRD3 - Compounds are tested at 10 uM concentratio... -
Histamine H1 receptor Ki = 1614.17 nM 5.79 PDSP Secondary Binding target: HRH1 - Compounds are tested at 10 uM concentratio... -
Glucagon-like peptide 1 receptor EC50 = 2335.55 nM 5.63 GPCR PRESTO-Tango dose-response in antagonist mode with target: GLP1R -
Free fatty acid receptor 4 EC50 = 2839.56 nM 5.55 GPCR PRESTO-Tango dose-response in antagonist mode with target: FFAR4 -
Glucose-dependent insulinotropic receptor EC50 = 3200.0 nM 5.5 GPCR PRESTO-Tango dose-response in antagonist mode with target: GPR119 -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5724696 U2OS 24
- 10.6019/CHEMBL5724696 TERT-RPE1 12
- 10.6019/CHEMBL4689842 HEK-293T 10
- 10.6019/CHEMBL4689842 U2OS 8
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 8
- 10.6019/CHEMBL5209801 Apelin receptor 8
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 8
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 8
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 8
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 8
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 8
- 10.6019/CHEMBL4689842 Fibroblast 8
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 8
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 8
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 8
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 8
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 8
18232650 10.1021/jm701488f C-C chemokine receptor type 2 6
19481449 10.1016/j.bmcl.2009.05.041 C-C chemokine receptor type 2 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2

Data from ChEMBL 36 via Core Engine