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Compound Detail

CHEMBL385937

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Cc1ccc(C(=O)Nc2cccc(C(F)(F)F)c2)cc1-c1ccc2nc(N)ncc2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL385937
Phase Preclinical
Structure Type MOL
InChI Key YEIASMOUYNOXGA-UHFFFAOYSA-N
7
Targets
19
Activities
1
Assay Types
6
PK Parameters
20
Publications
0
Known Names

Molecular Properties

422.4
MW (Da)
5.46
ALogP
4
HBA
2
HBD
80.9
PSA (Ų)
0.46
QED
1
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H17F3N4O
MW 422.41
Aromatic Rings 4
Heavy Atoms 31
NP-Likeness -1.38

Activity Summary

IC50 19 meas. best 9.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase Lck
CHEMBL258
 IC50 9.7 9.7 0.2 3
Angiopoietin-1 receptor
CHEMBL4128
 IC50 9.0 8.8 1.0 3
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 8.7 8.7 2.0 4
Mitogen-activated protein kinase 14
CHEMBL260
 IC50 8.22 8.22 6.0 3
Lymphocyte
CHEMBL612599
 IC50 8.05 8.05 9.0 1
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 7.7 7.7 20.0 3
T-cell
CHEMBL614309
 IC50 7.06 7.06 87.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 91.0 ng.hr.mL-1 Rattus norvegicus
CL 18.42 mL.min-1.kg-1 Rattus norvegicus
Cmax 44.98 nM Rattus norvegicus
F 2.0 % Rattus norvegicus
T1/2 2.7 hr Rattus norvegicus
Tmax 4.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase Lck IC50 = 0.2 nM 9.7 Inhibition of Lck by HTRF assay 18083554
Tyrosine-protein kinase Lck IC50 = 0.2 nM 9.7 Inhibition of Lck by HTRF assay 18321037
Tyrosine-protein kinase Lck IC50 = 0.2 nM 9.7 Inhibition of Lck by HTRF kinase assay 16970394
Angiopoietin-1 receptor IC50 = 1.0 nM 9.0 Inhibition of TIE2 by HTRF assay 17253679
Vascular endothelial growth factor receptor 2 IC50 = 2.0 nM 8.7 Inhibition of KDR by HTRF assay 18321037
Angiopoietin-1 receptor IC50 = 2.0 nM 8.7 Inhibition of Tie2 by HTRF assay 18321037
Angiopoietin-1 receptor IC50 = 2.0 nM 8.7 Inhibition of Tie2 18083554
Vascular endothelial growth factor receptor 2 IC50 = 2.0 nM 8.7 Inhibition of KDR 18083554
Vascular endothelial growth factor receptor 2 IC50 = 2.0 nM 8.7 Inhibition of KDR 17253679
Vascular endothelial growth factor receptor 2 IC50 = 2.0 nM 8.7 Inhibition of KDR by HTRF kinase assay 16970394
Mitogen-activated protein kinase 14 IC50 = 6.0 nM 8.22 Inhibition of p38-alpha by HTRF kinase assay 16970394
Mitogen-activated protein kinase 14 IC50 = 6.0 nM 8.22 Inhibition of p38alpha 18083554
Mitogen-activated protein kinase 14 IC50 = 6.0 nM 8.22 Inhibition of p38alpha by HTRF assay 18321037
Lymphocyte IC50 = 9.0 nM 8.05 Inhibition of T cell activation in human peripheral blood lymphocytes by mixed l... 18321037
Tyrosine-protein kinase JAK3 IC50 = 20.0 nM 7.7 Inhibition of Jak3 by HTRF kinase assay 16970394
Tyrosine-protein kinase JAK3 IC50 = 20.0 nM 7.7 Inhibition of Jak3 18083554
Tyrosine-protein kinase JAK3 IC50 = 20.0 nM 7.7 Inhibition of Jak3 by HTRF assay 18321037
T-cell IC50 = 87.0 nM 7.06 Inhibition of human T cell proliferation by mixed lymphocyte reaction 16970394
T-cell IC50 = 88.0 nM 7.06 Inhibition of anti CD3/CD28-induced IL2 secretion in human T cells 16970394

Literature References

PubMed DOI Target Context # Activities
16970394 10.1021/jm0605482 Rattus norvegicus 7
16970394 10.1021/jm0605482 T-cell 2
16970394 10.1021/jm0605482 Homo sapiens 2
16970394 10.1021/jm0605482 Plasma 2
18321037 10.1021/jm7010996 Lymphocyte 1
16970394 10.1021/jm0605482 Tyrosine-protein kinase Lck 1
18321037 10.1021/jm7010996 Angiopoietin-1 receptor 1
18321037 10.1021/jm7010996 Tyrosine-protein kinase Lck 1
18083554 10.1016/j.bmcl.2007.11.123 Angiopoietin-1 receptor 1
18083554 10.1016/j.bmcl.2007.11.123 Tyrosine-protein kinase JAK3 1
18083554 10.1016/j.bmcl.2007.11.123 Mitogen-activated protein kinase 14 1
18083554 10.1016/j.bmcl.2007.11.123 Vascular endothelial growth factor receptor 2 1
18083554 10.1016/j.bmcl.2007.11.123 Tyrosine-protein kinase Lck 1
17253679 10.1021/jm061112p Tyrosine-protein kinase Lck 1
17253679 10.1021/jm061112p Vascular endothelial growth factor receptor 2 1
17253679 10.1021/jm061112p Angiopoietin-1 receptor 1
16970394 10.1021/jm0605482 Mus musculus 1
16970394 10.1021/jm0605482 No relevant target 1
16970394 10.1021/jm0605482 Tyrosine-protein kinase JAK3 1
16970394 10.1021/jm0605482 Mitogen-activated protein kinase 14 1

Data from ChEMBL 36 via Core Engine