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Compound Detail

CHEMBL261849

GW632580X
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COc1ccc(COc2ccc(Cc3cnc(N)nc3N)cc2OC)cc1

Basic Information

ChEMBL ID CHEMBL261849
Name GW632580X
Phase Preclinical
Structure Type MOL
InChI Key MYQAUKPBNJWPIE-UHFFFAOYSA-N
11
Targets
54
Activities
3
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

366.4
MW (Da)
2.83
ALogP
7
HBA
2
HBD
105.5
PSA (Ų)
0.66
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H22N4O3
MW 366.42
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -0.29

Activity Summary

IC50 38 meas. best 8.52
Kd 12 meas. best 8.8
Ki 4 meas. best 7.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Macrophage colony-stimulating factor 1 receptor
CHEMBL1844
Kd 8.8 8.7067 1.6 3
Macrophage colony-stimulating factor 1 receptor
CHEMBL1844
IC50 8.52 6.3648 3.0 29
Macrophage colony-stimulating factor 1 receptor
CHEMBL5570
IC50 8.0 7.205 10.0 2
BDNF/NT-3 growth factors receptor
CHEMBL4898
Kd 7.44 7.44 36.0 3
Macrophage colony-stimulating factor 1 receptor
CHEMBL1844
Ki 7.4 7.4 39.8 1
NT-3 growth factor receptor
CHEMBL5608
Kd 6.92 6.92 120.0 3
BDNF/NT-3 growth factors receptor
CHEMBL4898
Ki 6.8 6.8 158.5 1
NT-3 growth factor receptor
CHEMBL5608
Ki 6.5 6.5 316.2 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 6.48 6.48 330.0 1
Monocyte
CHEMBL614076
IC50 6.33 6.33 470.0 1
High affinity nerve growth factor receptor
CHEMBL2815
Kd 6.2 6.2 630.0 3
High affinity nerve growth factor receptor
CHEMBL2815
IC50 6.06 6.06 880.0 1
High affinity nerve growth factor receptor
CHEMBL2815
Ki 5.8 5.8 1584.9 1
HUVEC
CHEMBL613979
IC50 4.92 4.92 12000.0 1
NSO
CHEMBL615003
IC50 4.87 4.87 13500.0 1
BT-474
CHEMBL614529
IC50 4.68 4.68 21000.0 1
HN5
CHEMBL614828
IC50 4.54 4.54 29000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 1400.0 nM Mus musculus
Cmax 5600.0 nM Mus musculus
Cmax 50.0 nM Mus musculus
Cmax 400.0 nM Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Macrophage colony-stimulating factor 1 receptor Kd = 1.6 nM 8.8 Binding constant for CSF1R kinase domain 18183025
Macrophage colony-stimulating factor 1 receptor Kd = 2.2 nM 8.66 Binding constant for CSF1R kinase domain 22037378
Macrophage colony-stimulating factor 1 receptor Kd = 2.2 nM 8.66 Selectivity interaction (Kinase panel (competition-binding assay)) EUB0000598a C... -
Macrophage colony-stimulating factor 1 receptor IC50 = 3.0 nM 8.52 Antagonist activity at recombinant human N-terminal His6-tagged FMS (538 to end ... 30522957
Macrophage colony-stimulating factor 1 receptor IC50 = 10.0 nM 8.0 Inhibition of CSF-1R phosphorylation in mouse RAW264.7 cells incubated for 20 mi... 38401188
Macrophage colony-stimulating factor 1 receptor IC50 = 20.0 nM 7.7 Inhibition of N-terminal GST-fused human CSF1R (538 to 972 residues) expressed i... 38746878
Macrophage colony-stimulating factor 1 receptor IC50 = 30.0 nM 7.52 Inhibition of CSF1R (unknown origin) 32787110
Macrophage colony-stimulating factor 1 receptor IC50 = 30.0 nM 7.52 Inhibition of cFMS 18077363
Macrophage colony-stimulating factor 1 receptor IC50 = 30.0 nM 7.52 Inhibition of recombinant human GST-tagged CFMS kinase catalytic domain using bi... 16249345
Macrophage colony-stimulating factor 1 receptor IC50 = 30.0 nM 7.52 Inhibition of N-terminal GST-tagged CSF1R (unknown origin) (547 to 980 residues)... 33689933
BDNF/NT-3 growth factors receptor Kd = 36.0 nM 7.44 Binding constant for TRKB kinase domain 18183025
BDNF/NT-3 growth factors receptor Kd = 36.0 nM 7.44 Binding constant for TRKB kinase domain 22037378
BDNF/NT-3 growth factors receptor Kd = 36.0 nM 7.44 Selectivity interaction (Kinase panel (competition-binding assay)) EUB0000598a N... -
Macrophage colony-stimulating factor 1 receptor Ki = 39.81 nM 7.4 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Macrophage colony-stimulating factor 1 receptor IC50 = 60.0 nM 7.22 Inhibition of human FMS by Z'-Lyte kinase assay 37708796
Macrophage colony-stimulating factor 1 receptor IC50 = 60.0 nM 7.22 Affinity Biochemical interaction: (Enzymatic inhibition assay) EUB0000598a CSF1R -
Macrophage colony-stimulating factor 1 receptor IC50 = 60.0 nM 7.22 Affinity Biochemical interaction (Enzymatic inhibition assay) EUB0000598a CSF1R -
Macrophage colony-stimulating factor 1 receptor IC50 = 60.0 nM 7.22 Inhibition of human CSF1R catalytic domain by ATP-based kinase assay 30188734
Macrophage colony-stimulating factor 1 receptor IC50 = 60.0 nM 7.22 Inhibition of CSF1R (unknown origin) 29293000
Macrophage colony-stimulating factor 1 receptor IC50 = 67.0 nM 7.17 Inhibition of human CSF1R phosphorylation in CSF1-stimulated HEK293 cells by flu... 38746878

Literature References

PubMed DOI Target Context # Activities
16249345 10.1073/pnas.0502000102 Unchecked 31
16249345 10.1073/pnas.0502000102 Mus musculus 21
22037378 10.1038/nbt.1990 Tyrosine-protein kinase ABL1 15
- 10.6019/CHEMBL1961873 Tyrosine-protein kinase ABL1 14
- 10.6019/CHEMBL5444388 Macrophage colony-stimulating factor 1 receptor 13
16249345 10.1073/pnas.0502000102 Osteoclast 13
22037378 10.1038/nbt.1990 Epidermal growth factor receptor 12
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
22037378 10.1038/nbt.1990 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 10
- 10.6019/CHEMBL4689842 U2OS 10
- 10.6019/CHEMBL1961873 Epidermal growth factor receptor 10
18183025 10.1038/nbt1358 Epidermal growth factor receptor 10
- 10.6019/CHEMBL4689842 Fibroblast 10
26254279 10.18632/oncotarget.4214 Macrophage colony-stimulating factor 1 receptor 9
- 10.6019/CHEMBL5303304 Fibroblast 9
- 10.6019/CHEMBL1961873 Mast/stem cell growth factor receptor Kit 8
22037378 10.1038/nbt.1990 Mast/stem cell growth factor receptor Kit 8
- 10.6019/CHEMBL4689842 HEK-293T 8
- 10.6019/CHEMBL1961873 Platelet-derived growth factor receptor alpha 8

Data from ChEMBL 36 via Core Engine