Compound Detail

CHEMBL3288854

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Cc1[nH]c(/C=C2\C(=O)Nc3ccc(F)cc32)c(C)c1NC(=O)CCN1CCN(C)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3288854
Phase	Preclinical
Structure Type	MOL
InChI Key	NSKYYUZMAXEZIR-AQTBWJFISA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

425.5

MW (Da)

2.84

ALogP

HBA

HBD

80.5

PSA (Å²)

0.64

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C23H28FN5O2
MW	425.51
Aromatic Rings	2
Heavy Atoms	31
NP-Likeness	-1.23

Activity Summary

Ki 18 meas. best 8.42

IC50 10 meas. best 8.1

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Vascular endothelial growth factor receptor 2 CHEMBL279	Ki	8.42	8.42	3.8	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	8.1	5.9	8.0	3
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Ki	7.75	7.75	18.0	1
Platelet-derived growth factor receptor beta CHEMBL1913	Ki	7.72	7.72	19.0	1
MV4-11 CHEMBL613835	IC50	7.34	7.34	45.3	1
Tyrosine-protein kinase receptor UFO CHEMBL4895	Ki	7.2	7.2	63.0	1
TT CHEMBL2366083	IC50	7.16	7.16	70.0	1
Fibroblast growth factor receptor 3 CHEMBL2742	Ki	7.05	7.05	89.0	1
ALK tyrosine kinase receptor CHEMBL4247	Ki	7.02	7.02	95.0	1
Serine/threonine-protein kinase Chk1 CHEMBL4630	Ki	6.96	6.96	110.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	Ki	6.92	6.92	120.0	1
Tyrosine-protein kinase ABL2 CHEMBL4014	Ki	6.75	6.75	180.0	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	Ki	6.7	6.7	200.0	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	Ki	6.64	6.64	230.0	1
Protein-tyrosine kinase 2-beta CHEMBL5469	Ki	6.47	6.47	340.0	1
Fibroblast growth factor receptor 1 CHEMBL3650	Ki	6.46	6.46	350.0	1
Focal adhesion kinase 1 CHEMBL2695	Ki	6.28	6.28	530.0	1
Phosphorylase b kinase gamma catalytic chain, liver/testis isoform CHEMBL2349	Ki	6.08	6.08	840.0	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	Ki	5.96	5.96	1100.0	1
Tyrosine-protein kinase Fyn CHEMBL1841	Ki	5.75	5.75	1800.0	1
Tyrosine-protein kinase Lck CHEMBL258	Ki	5.7	5.7	2000.0	1
NCI-H460 CHEMBL396	IC50	5.21	5.21	6110.0	1
ADMET CHEMBL612558	IC50	5.16	4.77	6850.0	2
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	4.72	4.72	18830.0	1
NCI-H526 CHEMBL2366102	IC50	4.69	4.69	20610.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Vascular endothelial growth factor receptor 2	Ki	=	3.8	nM	8.42	Binding affinity to VEGFR2 (unknown origin)	24904961
NON-PROTEIN TARGET	IC50	=	8.0	nM	8.1	Antiproliferative activity against human MV411 cells after 48 hrs by MTT assay	24904961
Proto-oncogene tyrosine-protein kinase receptor Ret	Ki	=	18.0	nM	7.75	Binding affinity to RET (unknown origin)	24904961
Platelet-derived growth factor receptor beta	Ki	=	19.0	nM	7.72	Binding affinity to PDGFR-beta (unknown origin)	24904961
MV4-11	IC50	=	45.3	nM	7.34	Antiproliferative activity against human MV4-11 cells harboring FLT3 ITD mutant ...	28038328
Tyrosine-protein kinase receptor UFO	Ki	=	63.0	nM	7.2	Binding affinity to AXL (unknown origin)	24904961
TT	IC50	=	70.0	nM	7.16	Antiproliferative activity against human TT cells pretreated for 72 hrs followed...	24904961
Fibroblast growth factor receptor 3	Ki	=	89.0	nM	7.05	Binding affinity to FGFR3 (unknown origin)	24904961
ALK tyrosine kinase receptor	Ki	=	95.0	nM	7.02	Binding affinity to ALK (unknown origin)	24904961
Serine/threonine-protein kinase Chk1	Ki	=	110.0	nM	6.96	Binding affinity to CHK1 (unknown origin)	24904961
Tyrosine-protein kinase ABL1	Ki	=	120.0	nM	6.92	Binding affinity to ABL (unknown origin)	24904961
Tyrosine-protein kinase ABL2	Ki	=	180.0	nM	6.75	Binding affinity to ARG (unknown origin)	24904961
Mast/stem cell growth factor receptor Kit	Ki	=	200.0	nM	6.7	Binding affinity to c-KIT (unknown origin)	24904961
Macrophage colony-stimulating factor 1 receptor	Ki	=	230.0	nM	6.64	Binding affinity to FMS (unknown origin)	24904961
Protein-tyrosine kinase 2-beta	Ki	=	340.0	nM	6.47	Binding affinity to PYK2 (unknown origin)	24904961
Fibroblast growth factor receptor 1	Ki	=	350.0	nM	6.46	Binding affinity to FGFR1 (unknown origin)	24904961
Focal adhesion kinase 1	Ki	=	530.0	nM	6.28	Binding affinity to FAK (unknown origin)	24904961
Phosphorylase b kinase gamma catalytic chain, liver/testis isoform	Ki	=	840.0	nM	6.08	Binding affinity to PHKgamma2 (unknown origin)	24904961
Vascular endothelial growth factor receptor 1	Ki	=	1100.0	nM	5.96	Binding affinity to VEGFR1 (unknown origin)	24904961
Tyrosine-protein kinase Fyn	Ki	=	1800.0	nM	5.75	Binding affinity to FYN (unknown origin)	24904961

Literature References

PubMed	DOI	Target Context	# Activities
24904961	10.1016/j.ejmech.2014.05.051	Mus musculus	8
24904961	10.1016/j.ejmech.2014.05.051	NON-PROTEIN TARGET	3
24904961	10.1016/j.ejmech.2014.05.051	Tyrosine-protein kinase Lck	2
24904961	10.1016/j.ejmech.2014.05.051	Vascular endothelial growth factor receptor 2	2
24904961	10.1016/j.ejmech.2014.05.051	Tyrosine-protein kinase Fyn	2
24904961	10.1016/j.ejmech.2014.05.051	Vascular endothelial growth factor receptor 1	2
24904961	10.1016/j.ejmech.2014.05.051	Phosphorylase b kinase gamma catalytic chain, liver/testis isoform	2
24904961	10.1016/j.ejmech.2014.05.051	Focal adhesion kinase 1	2
24904961	10.1016/j.ejmech.2014.05.051	Fibroblast growth factor receptor 1	2
24904961	10.1016/j.ejmech.2014.05.051	Protein-tyrosine kinase 2-beta	2
24904961	10.1016/j.ejmech.2014.05.051	Macrophage colony-stimulating factor 1 receptor	2
24904961	10.1016/j.ejmech.2014.05.051	Mast/stem cell growth factor receptor Kit	2
24904961	10.1016/j.ejmech.2014.05.051	Tyrosine-protein kinase ABL2	2
24904961	10.1016/j.ejmech.2014.05.051	Tyrosine-protein kinase ABL1	2
24904961	10.1016/j.ejmech.2014.05.051	Serine/threonine-protein kinase Chk1	2
24904961	10.1016/j.ejmech.2014.05.051	ALK tyrosine kinase receptor	2
24904961	10.1016/j.ejmech.2014.05.051	Fibroblast growth factor receptor 3	2
24904961	10.1016/j.ejmech.2014.05.051	Tyrosine-protein kinase receptor UFO	2
24904961	10.1016/j.ejmech.2014.05.051	Platelet-derived growth factor receptor beta	2
24904961	10.1016/j.ejmech.2014.05.051	Proto-oncogene tyrosine-protein kinase receptor Ret	2

Data from ChEMBL 36 via Core Engine