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Compound Detail

CHEMBL3806189

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CN1CCN(Cc2ccc(NC(=O)CNc3ccc(-c4ccc(NC(=O)C5CC5)nc4)cc3F)cc2C(F)(F)F)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3806189
Phase Preclinical
Structure Type MOL
InChI Key CGMQSJXTBXHOTH-UHFFFAOYSA-N
13
Targets
21
Activities
1
Assay Types
10
PK Parameters
20
Publications
0
Known Names

Molecular Properties

584.6
MW (Da)
5.05
ALogP
6
HBA
3
HBD
89.6
PSA (Ų)
0.31
QED
2
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C30H32F4N6O2
MW 584.62
Aromatic Rings 3
Heavy Atoms 42
NP-Likeness -2.01

Activity Summary

IC50 21 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Proto-oncogene tyrosine-protein kinase receptor Ret
CHEMBL2041
 IC50 9.0 9.0 1.0 1
Tyrosine-protein kinase ABL1
CHEMBL1862
 IC50 8.0 7.9 10.0 3
Bcr/Abl fusion protein
CHEMBL2096618
 IC50 8.0 8.0 10.0 1
MAP kinase-interacting serine/threonine-protein kinase 2
CHEMBL4204
 IC50 8.0 8.0 10.0 2
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
 IC50 7.7 7.7 20.0 1
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 7.68 7.68 21.0 1
MAP kinase-interacting serine/threonine-protein kinase 1
CHEMBL4718
 IC50 6.7 6.7 200.0 2
Fibroblast growth factor receptor 2
CHEMBL4142
 IC50 6.57 6.57 272.0 2
MAP kinase-interacting serine/threonine-protein kinase 1/2
CHEMBL3883293
 IC50 6.55 6.55 280.0 1
Eukaryotic translation initiation factor 4E
CHEMBL4848
 IC50 6.55 6.55 280.0 1
Platelet-derived growth factor receptor beta
CHEMBL1913
 IC50 5.98 5.98 1055.0 2
Platelet-derived growth factor receptor alpha
CHEMBL2007
 IC50 5.89 5.89 1280.0 2
Mast/stem cell growth factor receptor Kit
CHEMBL1936
 IC50 5.82 5.82 1509.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 5128.0 ng.hr.mL-1 Mus musculus
AUC 5128.0 ng.hr.mL-1 Mus musculus
CL 50.0 mL.min-1.kg-1 Mus musculus
CL 50.0 mL.min-1.kg-1 Mus musculus
Cmax 2073.14 nM Mus musculus
Cmax 2073.14 nM Mus musculus
F 31.0 % Mus musculus
F 31.0 % Mus musculus
T1/2 2.2 hr Mus musculus
T1/2 2.2 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Proto-oncogene tyrosine-protein kinase receptor Ret IC50 = 1.0 nM 9.0 Inhibition of human recombinant RET expressed in sf21 cells using Poly(Glu:Tyr) ... 27011159
Bcr/Abl fusion protein IC50 = 10.0 nM 8.0 Inhibition of BCR fused full length human recombinant N-terminal His-tagged ABL ... 27011159
MAP kinase-interacting serine/threonine-protein kinase 2 IC50 = 10.0 nM 8.0 Inhibition of N-terminal GST-tagged MNK2 kinase domain (72 to 385 residues) (unk... 27011159
MAP kinase-interacting serine/threonine-protein kinase 2 IC50 = 10.0 nM 8.0 Inhibition of MNK2 (unknown origin) 37360400
Tyrosine-protein kinase ABL1 IC50 = 10.0 nM 8.0 Inhibition of ABL1 (unknown origin) 37360400
Tyrosine-protein kinase ABL1 IC50 = 10.0 nM 8.0 Inhibition of ABL1 in human HeLa cells 37360400
Tyrosine-protein kinase ABL1 IC50 = 20.0 nM 7.7 Inhibition of full length human recombinant N-terminal His-tagged ABL (2 to 1130... 27011159
Receptor-type tyrosine-protein kinase FLT3 IC50 = 20.0 nM 7.7 Inhibition of human recombinant FLT3 expressed in sf21 cells using Poly(Glu:Tyr)... 27011159
Vascular endothelial growth factor receptor 2 IC50 = 21.0 nM 7.68 Inhibition of human recombinant VEGFR2 expressed in sf21 cells using Poly(Glu:Ty... 27011159
MAP kinase-interacting serine/threonine-protein kinase 1 IC50 = 200.0 nM 6.7 Inhibition of MNK1 (unknown origin) 37360400
MAP kinase-interacting serine/threonine-protein kinase 1 IC50 = 200.0 nM 6.7 Inhibition of N-terminal GST-tagged MNK1 kinase domain (37 to 341 residues) (unk... 27011159
Fibroblast growth factor receptor 2 IC50 = 272.0 nM 6.57 Inhibition of human recombinant FGFR2 expressed in sf21 cells using Poly(Glu:Tyr... 27011159
Fibroblast growth factor receptor 2 IC50 = 272.0 nM 6.57 Inhibition of FGFR2 (unknown origin) 37360400
MAP kinase-interacting serine/threonine-protein kinase 1/2 IC50 = 280.0 nM 6.55 Inhibition of MNK1/MNK2 in human HeLa cells assessed as reduction in phosphoryla... 27011159
Eukaryotic translation initiation factor 4E IC50 = 280.0 nM 6.55 Inhibition of eIF4E phosphorylation in human HeLa cells 37360400
Platelet-derived growth factor receptor beta IC50 = 1055.0 nM 5.98 Inhibition of human recombinant PDGFRbeta expressed in sf21 cells using Poly(Glu... 27011159
Platelet-derived growth factor receptor beta IC50 = 1055.0 nM 5.98 Inhibition of PDGFRbeta (unknown origin) 37360400
Platelet-derived growth factor receptor alpha IC50 = 1280.0 nM 5.89 Inhibition of human recombinant PDGFRalpha expressed in sf21 cells using Poly(Gl... 27011159
Platelet-derived growth factor receptor alpha IC50 = 1280.0 nM 5.89 Inhibition of PDGFRalpha (unknown origin) 37360400
Mast/stem cell growth factor receptor Kit IC50 = 1509.0 nM 5.82 Inhibition of human recombinant c-KIT expressed in insect cells using Poly(Glu:T... 27011159

Literature References

PubMed DOI Target Context # Activities
27011159 10.1021/acs.jmedchem.5b01712 Mus musculus 7
37360400 10.1039/d3md00121k ADMET 5
27011159 10.1021/acs.jmedchem.5b01712 NON-PROTEIN TARGET 4
27011159 10.1021/acs.jmedchem.5b01712 K562 3
37360400 10.1039/d3md00121k Tyrosine-protein kinase ABL1 3
27011159 10.1021/acs.jmedchem.5b01712 Mast/stem cell growth factor receptor Kit 2
37360400 10.1039/d3md00121k MAP kinase-interacting serine/threonine-protein kinase 1 2
37360400 10.1039/d3md00121k MAP kinase-interacting serine/threonine-protein kinase 2 2
37360400 10.1039/d3md00121k Proto-oncogene tyrosine-protein kinase receptor Ret 2
37360400 10.1039/d3md00121k Vascular endothelial growth factor receptor 2 2
27011159 10.1021/acs.jmedchem.5b01712 No relevant target 2
27011159 10.1021/acs.jmedchem.5b01712 Platelet-derived growth factor receptor beta 2
27011159 10.1021/acs.jmedchem.5b01712 Platelet-derived growth factor receptor alpha 2
27011159 10.1021/acs.jmedchem.5b01712 Fibroblast growth factor receptor 2 2
37360400 10.1039/d3md00121k Platelet-derived growth factor receptor alpha 2
27011159 10.1021/acs.jmedchem.5b01712 Proto-oncogene tyrosine-protein kinase receptor Ret 2
27011159 10.1021/acs.jmedchem.5b01712 Vascular endothelial growth factor receptor 2 2
27011159 10.1021/acs.jmedchem.5b01712 Receptor-type tyrosine-protein kinase FLT3 2
27011159 10.1021/acs.jmedchem.5b01712 Tyrosine-protein kinase ABL1 2
37360400 10.1039/d3md00121k Receptor-type tyrosine-protein kinase FLT3 2

Data from ChEMBL 36 via Core Engine