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CHEMBL429743

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COc1cc2nccc(Oc3ccc4c(C(=O)Nc5ccc(Cl)cc5)cccc4c3)c2cc1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL429743
Phase Preclinical
Structure Type MOL
InChI Key WUBFAXNVDMCVIO-UHFFFAOYSA-N
15
Targets
26
Activities
1
Assay Types
16
PK Parameters
20
Publications
0
Known Names

Molecular Properties

484.9
MW (Da)
7.10
ALogP
5
HBA
1
HBD
69.7
PSA (Ų)
0.28
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 C28H21ClN2O4
MW 484.94
Aromatic Rings 5
Heavy Atoms 35
NP-Likeness -0.93

Activity Summary

IC50 26 meas. best 10.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 10.52 9.5117 0.0 6
Vascular endothelial growth factor receptor 1
CHEMBL1868
 IC50 9.3 9.3 0.5 1
Vascular endothelial growth factor receptor 3
CHEMBL1955
 IC50 8.7 8.7 2.0 1
HUVEC
CHEMBL613979
 IC50 8.12 7.676 7.6 5
Aurora kinase B
CHEMBL2185
 IC50 7.75 7.75 18.0 2
Macrophage colony-stimulating factor 1 receptor
CHEMBL1844
 IC50 7.7 7.7 20.0 1
NHDF
CHEMBL614200
 IC50 7.6 7.6 25.0 1
NIH3T3
CHEMBL614822
 IC50 7.6 7.6 25.0 1
Tyrosine-protein kinase Lck
CHEMBL258
 IC50 7.42 7.42 38.0 2
Serine/threonine-protein kinase B-raf
CHEMBL5145
 IC50 7.4 7.4 40.0 1
Fibroblast growth factor receptor 2
CHEMBL4142
 IC50 7.26 7.26 55.0 1
Aurora kinase A
CHEMBL4722
 IC50 6.43 6.43 371.0 1
Hepatocyte growth factor receptor
CHEMBL3717
 IC50 6.35 6.35 450.0 1
Angiopoietin-1 receptor
CHEMBL4128
 IC50 6.24 6.24 580.0 1
Unchecked
CHEMBL612545
 IC50 5.96 5.96 1100.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 5250.0 ng.hr.mL-1 Rattus norvegicus
AUC 3006.63 ng.hr.mL-1 Mus musculus
AUC 11687.05 ng.hr.mL-1 Mus musculus
AUC 23471.1 ng.hr.mL-1 Mus musculus
AUC 630.42 ng.hr.mL-1 Rattus norvegicus
CL 50.0 mL.min-1.g-1 Rattus norvegicus
CL 30.0 mL.min-1.g-1 Homo sapiens
CL 3.333 mL.min-1.kg-1 Rattus norvegicus
Cmax 866.09 nM Rattus norvegicus
Cmax 500.0 nM Mus musculus
Cmax 2200.0 nM Mus musculus
Cmax 3900.0 nM Mus musculus
Cmax 200.0 nM Rattus norvegicus
F 21.0 % Rattus norvegicus
MRT 31.0 hr Rattus norvegicus
T1/2 24.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Vascular endothelial growth factor receptor 2 IC50 = 0.03 nM 10.52 Inhibition of KDR by HTRF assay 18311900
Vascular endothelial growth factor receptor 2 IC50 = 0.48 nM 9.32 Inhibition of KDR 18324759
Vascular endothelial growth factor receptor 2 IC50 = 0.48 nM 9.32 Inhibition of KDR 20000735
Vascular endothelial growth factor receptor 2 IC50 = 0.4898 nM 9.31 Inhibition of human VEGFR2 after 60 mins 19081278
Vascular endothelial growth factor receptor 2 IC50 = 0.5 nM 9.3 Inhibition of KDR by HTRF assay 18324761
Vascular endothelial growth factor receptor 1 IC50 = 0.5 nM 9.3 Inhibition of VEGFR1 18324761
Vascular endothelial growth factor receptor 2 IC50 = 0.5 nM 9.3 Inhibition of KDR 18573658
Vascular endothelial growth factor receptor 3 IC50 = 2.0 nM 8.7 Inhibition of VEGFR3 18324761
HUVEC IC50 = 7.6 nM 8.12 Inhibition of VEGF-induced proliferation of HUVEC 18324759
HUVEC IC50 = 7.6 nM 8.12 Antiproliferative activity against VEGF-induced HUVEC 18573658
HUVEC IC50 = 8.0 nM 8.1 Inhibition of VEGF-induced proliferation of HUVEC cells 18311900
HUVEC IC50 = 8.0 nM 8.1 Inhibition of VEGF-induced proliferation of HUVEC cells 18324761
Aurora kinase B IC50 = 18.0 nM 7.75 Inhibition of Aurora B 18324761
Aurora kinase B IC50 = 18.0 nM 7.75 Inhibition of Aurora B 18324759
Macrophage colony-stimulating factor 1 receptor IC50 = 20.0 nM 7.7 Inhibition of c-FMS 18324761
NIH3T3 IC50 = 25.0 nM 7.6 Inhibition of CSF1-induced proliferation of BALB/c mouse 3T3 cells 18324761
NHDF IC50 = 25.0 nM 7.6 Inhibition of PDGF-induced proliferation of NHDF cells 18324761
Tyrosine-protein kinase Lck IC50 = 38.0 nM 7.42 Inhibition of Lck 18324759
Tyrosine-protein kinase Lck IC50 = 38.0 nM 7.42 Inhibition of Lck 18324761
Serine/threonine-protein kinase B-raf IC50 = 40.0 nM 7.4 Inhibition of b-Raf V600E 18324761

Literature References

PubMed DOI Target Context # Activities
18324761 10.1021/jm701097z Mus musculus 10
18324761 10.1021/jm701097z Rattus norvegicus 10
18324761 10.1021/jm701097z Plasma 9
18324761 10.1021/jm701097z Unchecked 7
18324761 10.1021/jm701097z HUVEC 4
18324759 10.1021/jm701098w HUVEC 3
18311900 10.1021/jm701129j No relevant target 3
18324761 10.1021/jm701097z Liver microsomes 3
18573658 10.1016/j.bmcl.2008.05.114 HUVEC 2
18324761 10.1021/jm701097z HT-29 2
18324759 10.1021/jm701098w No relevant target 1
18324761 10.1021/jm701097z Macrophage colony-stimulating factor 1 receptor 1
18324761 10.1021/jm701097z Cytochrome P450 2D6 1
18324761 10.1021/jm701097z Vascular endothelial growth factor receptor 2 1
19081278 10.1016/j.jmgm.2008.10.006 Vascular endothelial growth factor receptor 2 1
18324759 10.1021/jm701098w Aurora kinase A 1
18324759 10.1021/jm701098w Hepatocyte growth factor receptor 1
18324759 10.1021/jm701098w Angiopoietin-1 receptor 1
18324759 10.1021/jm701098w Vascular endothelial growth factor receptor 2 1
18311900 10.1021/jm701129j HUVEC 1

Data from ChEMBL 36 via Core Engine