Compound Detail

CHEMBL1784637

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CNC(=O)c1ncc(C#Cc2cc(C(=O)Nc3ccc(CN4CCN(CCO)CC4)c(C(F)(F)F)c3)ccc2C)n1C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1784637
Phase	Preclinical
Structure Type	MOL
InChI Key	SUXYGJZMCWKJJI-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

582.6

MW (Da)

2.87

ALogP

HBA

HBD

102.7

PSA (Å²)

0.37

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C30H33F3N6O3
MW	582.63
Aromatic Rings	3
Heavy Atoms	42
NP-Likeness	-1.28

Activity Summary

IC50 32 meas. best 9.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase ABL1 CHEMBL1862	IC50	9.7	8.52	0.2	4
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	IC50	9.7	9.7	0.2	1
Ephrin type-A receptor 2 CHEMBL2068	IC50	9.22	9.22	0.6	1
Ephrin type-A receptor 3 CHEMBL4954	IC50	8.92	8.92	1.2	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	8.89	7.4933	1.3	3
Platelet-derived growth factor receptor alpha CHEMBL2007	IC50	8.89	8.89	1.3	1
Fibroblast growth factor receptor 2 CHEMBL4142	IC50	8.82	8.82	1.5	1
Fibroblast growth factor receptor 1 CHEMBL3650	IC50	8.74	8.74	1.8	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	8.7	8.42	2.0	2
Angiopoietin-1 receptor CHEMBL4128	IC50	8.66	8.66	2.2	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	8.64	8.64	2.3	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	IC50	8.59	8.59	2.6	1
Platelet-derived growth factor receptor beta CHEMBL1913	IC50	8.59	8.59	2.6	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	8.4	8.4	4.0	1
Ephrin type-A receptor 7 CHEMBL4602	IC50	8.38	8.38	4.2	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	IC50	8.28	8.28	5.2	1
Cyclin-dependent kinase 2/cyclin E1 CHEMBL1907605	IC50	8.19	8.19	6.4	1
Fibroblast growth factor receptor 3 CHEMBL2742	IC50	7.98	7.98	10.5	1
Serine/threonine-protein kinase B-raf CHEMBL5145	IC50	7.7	7.64	20.0	2
Fibroblast growth factor receptor 4 CHEMBL3973	IC50	7.47	7.47	34.0	1
Tyrosine-protein kinase JAK1 CHEMBL2835	IC50	7.26	7.26	55.3	1
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	7.24	7.24	57.5	1
Epidermal growth factor receptor CHEMBL203	IC50	6.64	6.385	231.0	2
Tyrosine-protein kinase JAK2 CHEMBL2971	IC50	6.27	6.27	536.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	970.0	ng.hr.mL-1	Rattus norvegicus
AUC	6586.0	ng.hr.mL-1	Rattus norvegicus
CL	17.17	mL.min-1.kg-1	Rattus norvegicus
Cmax	343.27	nM	Rattus norvegicus
Cmax	590.43	nM	Rattus norvegicus
F	45.0	%	Rattus norvegicus
T1/2	5.6	hr	Rattus norvegicus
T1/2	10.0	hr	Rattus norvegicus
Vd	8.2	L.kg-1	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase ABL1	IC50	=	0.2	nM	9.7	Inhibition of wild type human ABL using [EAIYAAPFAKKK] peptide substrate by Hots...	21561767
Proto-oncogene tyrosine-protein kinase receptor Ret	IC50	=	0.2	nM	9.7	Inhibition of human RET using KKKSPGEYVNIEFG by Hotspot assay	21561767
Tyrosine-protein kinase ABL1	IC50	=	0.4	nM	9.4	Inhibition of human ABL T315I mutant using [EAIYAAPFAKKK] peptide substrate by H...	21561767
Ephrin type-A receptor 2	IC50	=	0.6	nM	9.22	Inhibition of human EPHA2 using poly[Glu:Tyr] peptide substrate by Hotspot assay	21561767
Ephrin type-A receptor 3	IC50	=	1.2	nM	8.92	Inhibition of human EPHA3 using poly[Glu:Tyr] peptide substrate by Hotspot assay	21561767
NON-PROTEIN TARGET	IC50	=	1.3	nM	8.89	Antiproliferative activity against mouse BA/F3 cells expressing wild type BCR-AB...	21561767
Platelet-derived growth factor receptor alpha	IC50	=	1.3	nM	8.89	Inhibition of human PDGFRalpha using poly[Glu:Tyr] by Hotspot assay	21561767
Fibroblast growth factor receptor 2	IC50	=	1.5	nM	8.82	Inhibition of human FGFR2 using poly[Glu:Tyr] peptide substrate by Hotspot assay	21561767
Fibroblast growth factor receptor 1	IC50	=	1.8	nM	8.74	Inhibition of human FGFR1 using KKKSPGEYVNIEFG peptide substrate by Hotspot assa...	21561767
Receptor-type tyrosine-protein kinase FLT3	IC50	=	2.0	nM	8.7	Inhibition of human FLT3 using EAIYAAPFAKKK peptide substrate by Hotspot assay	21561767
Angiopoietin-1 receptor	IC50	=	2.2	nM	8.66	Inhibition of human Tie2/TEK using poly[Glu:Tyr] by Hotspot assay	21561767
Vascular endothelial growth factor receptor 2	IC50	=	2.3	nM	8.64	Inhibition of human VEGFR2 using poly[Glu:Tyr] by Hotspot assay	21561767
Vascular endothelial growth factor receptor 3	IC50	=	2.6	nM	8.59	Inhibition of human VEGFR3 using poly[Glu:Tyr] by Hotspot assay	21561767
Platelet-derived growth factor receptor beta	IC50	=	2.6	nM	8.59	Inhibition of human PDGFRbeta using poly[Glu:Tyr] by Hotspot assay	21561767
Proto-oncogene tyrosine-protein kinase Src	IC50	=	4.0	nM	8.4	Inhibition of human Src using poly[Glu:Tyr] by Hotspot assay	21561767
Ephrin type-A receptor 7	IC50	=	4.2	nM	8.38	Inhibition of human EPHA7 using poly[Glu:Tyr] peptide substrate by Hotspot assay	21561767
Vascular endothelial growth factor receptor 1	IC50	=	5.2	nM	8.28	Inhibition of human VEGFR1 using poly[Glu:Tyr] by Hotspot assay	21561767
Cyclin-dependent kinase 2/cyclin E1	IC50	=	6.4	nM	8.19	Inhibition of human CDK2/Cyclin E using Histone H1 substrate by Hotspot assay	21561767
Receptor-type tyrosine-protein kinase FLT3	IC50	=	7.2	nM	8.14	Inhibition of human FMS using poly[Glu:Tyr] by Hotspot assay	21561767
NON-PROTEIN TARGET	IC50	=	8.4	nM	8.08	Antiproliferative activity against mouse BA/F3 cells expressing ABL T315I mutant	21561767

Literature References

PubMed	DOI	Target Context	# Activities
21561767	10.1016/j.bmcl.2011.04.060	Rattus norvegicus	9
21561767	10.1016/j.bmcl.2011.04.060	NON-PROTEIN TARGET	6
21561767	10.1016/j.bmcl.2011.04.060	Tyrosine-protein kinase ABL1	4
21561767	10.1016/j.bmcl.2011.04.060	Epidermal growth factor receptor	4
21561767	10.1016/j.bmcl.2011.04.060	Receptor-type tyrosine-protein kinase FLT3	2
21561767	10.1016/j.bmcl.2011.04.060	Serine/threonine-protein kinase B-raf	2
21561767	10.1016/j.bmcl.2011.04.060	Aurora kinase A	1
21561767	10.1016/j.bmcl.2011.04.060	Cyclin-dependent kinase 2/cyclin E1	1
21561767	10.1016/j.bmcl.2011.04.060	Mast/stem cell growth factor receptor Kit	1
21561767	10.1016/j.bmcl.2011.04.060	Hepatocyte growth factor receptor	1
21561767	10.1016/j.bmcl.2011.04.060	Ephrin type-A receptor 2	1
21561767	10.1016/j.bmcl.2011.04.060	Ephrin type-A receptor 3	1
21561767	10.1016/j.bmcl.2011.04.060	Ephrin type-A receptor 7	1
21561767	10.1016/j.bmcl.2011.04.060	Fibroblast growth factor receptor 1	1
21561767	10.1016/j.bmcl.2011.04.060	Fibroblast growth factor receptor 2	1
21561767	10.1016/j.bmcl.2011.04.060	Fibroblast growth factor receptor 3	1
21561767	10.1016/j.bmcl.2011.04.060	Fibroblast growth factor receptor 4	1
21561767	10.1016/j.bmcl.2011.04.060	Vascular endothelial growth factor receptor 1	1
21561767	10.1016/j.bmcl.2011.04.060	Vascular endothelial growth factor receptor 2	1
21561767	10.1016/j.bmcl.2011.04.060	Proto-oncogene tyrosine-protein kinase Src	1

Data from ChEMBL 36 via Core Engine