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Compound Detail

CHEMBL271188

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COCCNC(=O)c1cccc2cc(Oc3ccnc4cc(OC)c(OC)cc34)ccc12

Basic Information

ChEMBL ID CHEMBL271188
Phase Preclinical
Structure Type MOL
InChI Key LYFBDMFXIXDJSD-UHFFFAOYSA-N
9
Targets
11
Activities
1
Assay Types
8
PK Parameters
19
Publications
0
Known Names

Molecular Properties

432.5
MW (Da)
4.57
ALogP
6
HBA
1
HBD
78.9
PSA (Ų)
0.41
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H24N2O5
MW 432.48
Aromatic Rings 4
Heavy Atoms 32
NP-Likeness -0.80

Activity Summary

IC50 11 meas. best 9.19

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HUVEC
CHEMBL613979
IC50 9.19 7.565 0.6 2
Vascular endothelial growth factor receptor 2
CHEMBL279
IC50 7.92 7.92 12.0 2
Vascular endothelial growth factor receptor 1
CHEMBL1868
IC50 7.14 7.14 73.0 1
Aurora kinase B
CHEMBL2185
IC50 6.89 6.89 130.0 1
Tyrosine-protein kinase Lyn
CHEMBL3905
IC50 6.56 6.56 275.0 1
Tyrosine-protein kinase Lck
CHEMBL258
IC50 5.92 5.92 1200.0 1
Aurora kinase A
CHEMBL4722
IC50 5.14 5.14 7200.0 1
Hepatocyte growth factor receptor
CHEMBL3717
IC50 4.7 4.7 20000.0 1
Angiopoietin-1 receptor
CHEMBL4128
IC50 4.6 4.6 25000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 3771.0 ng.hr.mL-1 Rattus norvegicus
AUC 224.89 ng.hr.mL-1 Rattus norvegicus
CL 8.867 mL.min-1.kg-1 Rattus norvegicus
Cmax 1255.55 nM Rattus norvegicus
Cmax 40.0 nM Rattus norvegicus
F 99.0 % Rattus norvegicus
T1/2 1.6 hr Rattus norvegicus
Tmax 2.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
18324759 10.1021/jm701098w Rattus norvegicus 10
18324759 10.1021/jm701098w Liver microsomes 8
18324759 10.1021/jm701098w HUVEC 3
18324759 10.1021/jm701098w No relevant target 1
19081278 10.1016/j.jmgm.2008.10.006 Vascular endothelial growth factor receptor 2 1
18324759 10.1021/jm701098w Vascular endothelial growth factor receptor 1 1
18324759 10.1021/jm701098w Tyrosine-protein kinase Lyn 1
18324759 10.1021/jm701098w Receptor-type tyrosine-protein kinase FLT3 1
18324759 10.1021/jm701098w Macrophage colony-stimulating factor 1 receptor 1
18324759 10.1021/jm701098w Mast/stem cell growth factor receptor Kit 1
18324759 10.1021/jm701098w Platelet-derived growth factor receptor alpha 1
18324759 10.1021/jm701098w Vascular endothelial growth factor receptor 3 1
18324759 10.1021/jm701098w Mus musculus 1
18324759 10.1021/jm701098w Aurora kinase B 1
18324759 10.1021/jm701098w Aurora kinase A 1
18324759 10.1021/jm701098w Tyrosine-protein kinase Lck 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

Data from ChEMBL 36 via Core Engine