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Compound Detail

CHEMBL337246

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Cc1ccc(CN2CC[C@@H](NC(=O)CNC(=O)c3cccc(C(F)(F)F)c3)C2)c(C)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL337246
Phase Preclinical
Structure Type MOL
InChI Key MRRGKBBDXLJMCV-HXUWFJFHSA-N
1
Targets
18
Activities
2
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

433.5
MW (Da)
3.44
ALogP
3
HBA
2
HBD
61.4
PSA (Ų)
0.73
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H26F3N3O2
MW 433.47
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -2.02

Activity Summary

Ki 10 meas. best 6.54
IC50 8 meas. best 7.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
C-C chemokine receptor type 2
CHEMBL4015
 IC50 7.8 6.75 16.0 8
C-C chemokine receptor type 2
CHEMBL4015
 Ki 6.54 6.127 288.4 10

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
C-C chemokine receptor type 2 IC50 = 16.0 nM 7.8 Antagonist activity at human CCR2 in THP1 cells assessed as inhibition of MCP1-i... 18313297
C-C chemokine receptor type 2 IC50 = 17.0 nM 7.77 Displacement of [125]MCP1 from CCR2 in human PBMCs 17720492
C-C chemokine receptor type 2 IC50 = 54.0 nM 7.27 Inhibitory activity against C-C chemokine receptor type 2 (antagonist activity) 12954060
C-C chemokine receptor type 2 IC50 = 54.0 nM 7.27 Displacement of [125I]MCP1 from human CCR2b in THP1 cells 18313297
C-C chemokine receptor type 2 IC50 = 70.0 nM 7.16 Antagonist activity at CCR2 in human THP1 cells assessed as inhibition of MCP1-i... 20223662
C-C chemokine receptor type 2 Ki = 288.4 nM 6.54 Binding displacement of [125I]MCP-1 (0.14 nM) was measured on CHO cell membranes... 12954060
C-C chemokine receptor type 2 IC50 = 300.0 nM 6.52 Antagonist activity at human CCR2B receptor expressed in HEK293 cells assessed a... 20223662
C-C chemokine receptor type 2 Ki = 316.23 nM 6.5 Binding affinity of compound (10 uM) towards Y49F receptor variant (mutant CCR2 ... 12954060
C-C chemokine receptor type 2 Ki = 316.23 nM 6.5 Binding affinity to CCR2 (unknown origin) assessed as inhibition constant 28165741
C-C chemokine receptor type 2 Ki = 316.23 nM 6.5 Binding affinity of compound (10 uM) towards Q288A receptor variant (mutant CCR2... 12954060
C-C chemokine receptor type 2 Ki = 338.84 nM 6.47 Binding affinity of compound (10 uM) towards WT receptor variant (mutant C-C che... 12954060
C-C chemokine receptor type 2 IC50 = 610.0 nM 6.21 Displacement of [125I]MCP1 from human CCR2B receptor expressed in HEK293-EBNA ce... 20223662
C-C chemokine receptor type 2 Ki = 660.69 nM 6.18 Binding affinity of compound (10 uM) towards H121F receptor variant (mutant CCR2... 12954060
C-C chemokine receptor type 2 Ki = 724.44 nM 6.14 Binding affinity of compound (10 uM) towards D284A receptor variant (mutant CCR2... 12954060
C-C chemokine receptor type 2 Ki = 1819.7 nM 5.74 Binding affinity of compound (10 uM) towards Y1210A receptor variant (mutant CCR... 12954060
C-C chemokine receptor type 2 Ki = 2570.4 nM 5.59 Binding affinity of compound (10 uM) towards H121A receptor variant (mutant CCR2... 12954060
C-C chemokine receptor type 2 Ki = 7762.47 nM 5.11 Binding affinity of compound (10 uM) towards T292A receptor variant (mutant CCR2... 12954060
C-C chemokine receptor type 2 IC50 = 100000.0 nM 4.0 Inhibition of wild type CCR2 mutant (unknown origin) 28165741

Literature References

PubMed DOI Target Context # Activities
12954060 10.1021/jm030862l C-C chemokine receptor type 2 14
20223662 10.1016/j.bmcl.2010.02.072 C-C chemokine receptor type 2 3
18313297 10.1016/j.bmcl.2008.02.015 C-C chemokine receptor type 2 2
28165741 10.1021/acs.jmedchem.6b01309 C-C chemokine receptor type 2 2
17720492 10.1016/j.bmcl.2007.07.028 C-C chemokine receptor type 2 1
17720492 10.1016/j.bmcl.2007.07.028 C-C chemokine receptor type 1 1
18232650 10.1021/jm701488f Unchecked 1

Data from ChEMBL 36 via Core Engine