Compound Detail

CHEMBL4171543

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C=CC(=O)Nc1ccc(-c2ccc(NC(=O)Nc3cccc(Cl)c3)cc2)cn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4171543
Phase	Preclinical
Structure Type	MOL
InChI Key	IXIJKXSIADDKHR-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

392.9

MW (Da)

5.17

ALogP

HBA

HBD

83.1

PSA (Å²)

0.52

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H17ClN4O2
MW	392.85
Aromatic Rings	3
Heavy Atoms	28
NP-Likeness	-1.45

Activity Summary

IC50 23 meas. best 8.63

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	8.63	8.63	2.4	1
Ephrin type-B receptor 4 CHEMBL5147	IC50	8.41	8.41	3.9	1
Angiopoietin-1 receptor CHEMBL4128	IC50	8.25	8.25	5.6	1
Epidermal growth factor receptor CHEMBL203	IC50	8.06	8.06	8.7	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	IC50	7.6	7.6	25.0	1
Serine/threonine-protein kinase B-raf CHEMBL5145	IC50	7.5	7.5	32.0	1
Insulin-like growth factor 1 receptor CHEMBL1957	IC50	7.4	7.4	40.0	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	IC50	7.35	7.35	45.0	1
Hepatocyte growth factor receptor CHEMBL3717	IC50	7.24	7.24	57.8	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	7.16	7.16	68.9	1
Platelet-derived growth factor receptor beta CHEMBL1913	IC50	6.75	6.75	180.0	1
Fibroblast growth factor receptor 1 CHEMBL3650	IC50	6.7	6.7	200.0	1
Fibroblast growth factor receptor 4 CHEMBL3973	IC50	5.97	5.97	1076.0	1
A549 CHEMBL392	IC50	5.57	5.57	2700.0	1
MCF7 CHEMBL387	IC50	5.57	5.57	2700.0	1
Hep 3B2 CHEMBL4296437	IC50	5.53	5.53	2970.0	1
HeLa CHEMBL399	IC50	5.47	5.47	3380.0	1
EA.hy 926 CHEMBL4296410	IC50	5.45	5.45	3530.0	1
ZR-75-30 CHEMBL1075613	IC50	5.13	5.13	7330.0	1
MHCC97H CHEMBL4296470	IC50	5.06	5.06	8680.0	1
PANC-1 CHEMBL614139	IC50	5.06	5.06	8680.0	1
LoVo CHEMBL614721	IC50	4.95	4.95	11140.0	1
Bel-7402 CHEMBL614279	IC50	4.64	4.64	22930.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Vascular endothelial growth factor receptor 2	IC50	=	2.35	nM	8.63	Inhibition of VEGFR-2 (unknown origin) after 60 mins by ADP-Glo luminescence ass...	29102175
Ephrin type-B receptor 4	IC50	=	3.87	nM	8.41	Inhibition of EphB4 (unknown origin) after 4 hrs by ADP-Glo luminescence assay	29102175
Angiopoietin-1 receptor	IC50	=	5.63	nM	8.25	Inhibition of TIE-2 (unknown origin) after 4 hrs by ADP-Glo luminescence assay	29102175
Epidermal growth factor receptor	IC50	=	8.7	nM	8.06	Inhibition of EGFR (unknown origin)	29102175
Vascular endothelial growth factor receptor 1	IC50	=	25.0	nM	7.6	Inhibition of VEGFR-1 (unknown origin)	29102175
Serine/threonine-protein kinase B-raf	IC50	=	32.0	nM	7.5	Inhibition of BRAF (unknown origin)	29102175
Insulin-like growth factor 1 receptor	IC50	=	40.0	nM	7.4	Inhibition of IGF1-R (unknown origin)	29102175
Vascular endothelial growth factor receptor 3	IC50	=	45.0	nM	7.35	Inhibition of VEGFR-3 (unknown origin)	29102175
Hepatocyte growth factor receptor	IC50	=	57.8	nM	7.24	Inhibition of cMET (unknown origin)	29102175
Mast/stem cell growth factor receptor Kit	IC50	=	68.9	nM	7.16	Inhibition of cKIT (unknown origin)	29102175
Platelet-derived growth factor receptor beta	IC50	=	180.0	nM	6.75	Inhibition of PDGFRbeta (unknown origin)	29102175
Fibroblast growth factor receptor 1	IC50	=	200.0	nM	6.7	Inhibition of FGFR-1 (unknown origin)	29102175
Fibroblast growth factor receptor 4	IC50	=	1076.0	nM	5.97	Inhibition of FGFR-4 (unknown origin)	29102175
MCF7	IC50	=	2700.0	nM	5.57	Growth inhibition of human MCF7 cells after 48 hrs by MTT assay	29102175
A549	IC50	=	2700.0	nM	5.57	Growth inhibition of human A549 cells after 48 hrs by MTT assay	29102175
Hep 3B2	IC50	=	2970.0	nM	5.53	Growth inhibition of human Hep3B cells after 48 hrs by MTT assay	29102175
HeLa	IC50	=	3380.0	nM	5.47	Growth inhibition of human HeLa cells after 48 hrs by MTT assay	29102175
EA.hy 926	IC50	=	3530.0	nM	5.45	Anti-angiogenic activity in human EAhy926 cells as growth inhibition after 24 hr...	29102175
ZR-75-30	IC50	=	7330.0	nM	5.13	Growth inhibition of human ZR75-30 cells after 48 hrs by MTT assay	29102175
PANC-1	IC50	=	8680.0	nM	5.06	Growth inhibition of human PANC1 cells after 48 hrs by MTT assay	29102175

Literature References

PubMed	DOI	Target Context	# Activities
29102175	10.1016/j.ejmech.2017.10.030	Serine/threonine-protein kinase B-raf	1
29102175	10.1016/j.ejmech.2017.10.030	A549	1
29102175	10.1016/j.ejmech.2017.10.030	Angiopoietin-1 receptor	1
29102175	10.1016/j.ejmech.2017.10.030	Ephrin type-B receptor 4	1
29102175	10.1016/j.ejmech.2017.10.030	Vascular endothelial growth factor receptor 1	1
29102175	10.1016/j.ejmech.2017.10.030	Vascular endothelial growth factor receptor 3	1
29102175	10.1016/j.ejmech.2017.10.030	Epidermal growth factor receptor	1
29102175	10.1016/j.ejmech.2017.10.030	Fibroblast growth factor receptor 1	1
29102175	10.1016/j.ejmech.2017.10.030	Fibroblast growth factor receptor 4	1
29102175	10.1016/j.ejmech.2017.10.030	Platelet-derived growth factor receptor beta	1
29102175	10.1016/j.ejmech.2017.10.030	Insulin-like growth factor 1 receptor	1
29102175	10.1016/j.ejmech.2017.10.030	Vascular endothelial growth factor receptor 2	1
29102175	10.1016/j.ejmech.2017.10.030	Mast/stem cell growth factor receptor Kit	1
29102175	10.1016/j.ejmech.2017.10.030	Hepatocyte growth factor receptor	1
29102175	10.1016/j.ejmech.2017.10.030	EA.hy 926	1
29102175	10.1016/j.ejmech.2017.10.030	MHCC97H	1
29102175	10.1016/j.ejmech.2017.10.030	Bel-7402	1
29102175	10.1016/j.ejmech.2017.10.030	Hep 3B2	1
29102175	10.1016/j.ejmech.2017.10.030	MCF7	1
29102175	10.1016/j.ejmech.2017.10.030	ZR-75-30	1

Data from ChEMBL 36 via Core Engine