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Compound Detail

CHEMBL271984

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COc1cc2nccc(Oc3ccc4c(C(N)=O)cccc4c3)c2cc1OC

Basic Information

ChEMBL ID CHEMBL271984
Phase Preclinical
Structure Type MOL
InChI Key FNVQWFPDIYQCSF-UHFFFAOYSA-N
9
Targets
11
Activities
1
Assay Types
30
PK Parameters
20
Publications
0
Known Names

Molecular Properties

374.4
MW (Da)
4.30
ALogP
5
HBA
1
HBD
83.7
PSA (Ų)
0.56
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H18N2O4
MW 374.40
Aromatic Rings 4
Heavy Atoms 28
NP-Likeness -0.42

Activity Summary

IC50 11 meas. best 9.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Vascular endothelial growth factor receptor 2
CHEMBL279
IC50 9.05 9.05 0.9 2
HUVEC
CHEMBL613979
IC50 8.68 7.66 2.1 2
Tyrosine-protein kinase Lyn
CHEMBL3905
IC50 7.06 7.06 88.0 1
Tyrosine-protein kinase ABL1
CHEMBL1862
IC50 6.96 6.96 110.0 1
Aurora kinase B
CHEMBL2185
IC50 6.66 6.66 220.0 1
Tyrosine-protein kinase Lck
CHEMBL258
IC50 6.52 6.52 300.0 1
Aurora kinase A
CHEMBL4722
IC50 5.3 5.3 5000.0 1
Hepatocyte growth factor receptor
CHEMBL3717
IC50 5.16 5.16 6900.0 1
Angiopoietin-1 receptor
CHEMBL4128
IC50 4.6 4.6 25000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 8450.0 ng.hr.mL-1 Rattus norvegicus
AUC 1498.0 ng.hr.mL-1 Mus musculus
AUC 3647.0 ng.hr.mL-1 Canis lupus familiaris
AUC 1358.0 ng.hr.mL-1 Macaca fascicularis
AUC 1460.16 ng.hr.mL-1 Mus musculus
AUC 179.71 ng.hr.mL-1 Rattus norvegicus
CL 3.733 mL.min-1.kg-1 Rattus norvegicus
CL 42.35 mL.min-1.kg-1 Mus musculus
CL 1.717 mL.min-1.kg-1 Canis lupus familiaris
CL 12.97 mL.min-1.kg-1 Macaca fascicularis
Cmax 4511.22 nM Rattus norvegicus
Cmax 50.0 nM Rattus norvegicus
Cmax 2377.14 nM Mus musculus
Cmax 1239.32 nM Canis lupus familiaris
Cmax 2801.82 nM Macaca fascicularis
Cmax 1300.0 nM Mus musculus
F 96.0 % Rattus norvegicus
F 39.0 % Mus musculus
F 73.0 % Canis lupus familiaris
F 51.0 % Macaca fascicularis
MRT 2.3 hr Mus musculus
MRT 18.0 hr Canis lupus familiaris
MRT 8.6 hr Macaca fascicularis
T1/2 6.0 hr Rattus norvegicus
T1/2 5.6 hr Mus musculus
T1/2 16.0 hr Canis lupus familiaris
T1/2 13.0 hr Macaca fascicularis
Tmax 1.6 hr Rattus norvegicus
Tmax 0.25 hr Mus musculus
Tmax 0.75 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
18324759 10.1021/jm701098w Mus musculus 11
18324759 10.1021/jm701098w Rattus norvegicus 10
18324759 10.1021/jm701098w Canis familiaris 9
18324759 10.1021/jm701098w Cynomolgus monkey 8
18324759 10.1021/jm701098w Liver microsomes 8
18324759 10.1021/jm701098w HT-29 6
18324759 10.1021/jm701098w HUVEC 3
18324759 10.1021/jm701098w Plasma 2
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 No relevant target 1
18324759 10.1021/jm701098w Hepatocyte growth factor receptor 1
18324759 10.1021/jm701098w Vascular endothelial growth factor receptor 1 1
18324759 10.1021/jm701098w Platelet-derived growth factor receptor alpha 1
18324759 10.1021/jm701098w Mast/stem cell growth factor receptor Kit 1
18324759 10.1021/jm701098w Macrophage colony-stimulating factor 1 receptor 1
18324759 10.1021/jm701098w Receptor-type tyrosine-protein kinase FLT3 1
19081278 10.1016/j.jmgm.2008.10.006 Vascular endothelial growth factor receptor 2 1
18324759 10.1021/jm701098w Angiopoietin-1 receptor 1

Data from ChEMBL 36 via Core Engine