Compound Detail

CHEMBL301018

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COc1cc2ncnc(Nc3ccc(F)c(Cl)c3)c2cc1OC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL301018
Phase	Preclinical
Structure Type	MOL
InChI Key	VOPNWXZDJKCCRE-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

333.8

MW (Da)

4.18

ALogP

HBA

HBD

56.3

PSA (Å²)

0.78

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C16H13ClFN3O2
MW	333.75
Aromatic Rings	3
Heavy Atoms	23
NP-Likeness	-1.48

Activity Summary

IC50 36 meas. best 9.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Epidermal growth factor receptor CHEMBL203	IC50	9.0	7.6	1.0	11
Receptor tyrosine-protein kinase erbB-2 CHEMBL1824	IC50	7.62	7.62	24.0	1
KB 3-1 CHEMBL614590	IC50	7.1	7.1	80.0	1
Fructose-1,6-bisphosphatase 1 CHEMBL3975	IC50	6.54	6.54	290.0	2
Fructose-1,6-bisphosphatase 1 CHEMBL2263	IC50	6.47	6.47	340.0	1
Ephrin type-B receptor 4 CHEMBL5147	IC50	6.32	6.32	480.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	6.29	5.646	510.0	5
Vascular endothelial growth factor receptor 3 CHEMBL1955	IC50	5.62	5.62	2400.0	1
Insulin receptor CHEMBL1981	IC50	5.58	5.58	2600.0	1
Platelet-derived growth factor receptor beta CHEMBL1913	IC50	5.52	5.52	3000.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.35	5.35	4500.0	1
MCF7 CHEMBL387	IC50	5.31	5.31	4900.0	2
HT-29 CHEMBL384	IC50	5.24	5.24	5700.0	2
PC-3 CHEMBL390	IC50	5.19	5.19	6500.0	2
Aurora kinase A CHEMBL4722	IC50	5.19	5.19	6500.0	1
Aurora kinase B CHEMBL2185	IC50	5.13	5.13	7400.0	1
Dual specificity protein kinase CLK1 CHEMBL4224	IC50	5.12	5.12	7600.0	1
Angiopoietin-1 receptor CHEMBL4128	IC50	5.08	5.08	8300.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	25480.0	ng.hr.mL-1	Mus musculus
AUC	26281.0	ng.hr.mL-1	Mus musculus
Cmax	22295.13	nM	Mus musculus
T1/2	1.9	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Epidermal growth factor receptor	IC50	=	1.0	nM	9.0	Inhibition of EGFR by virtual HTS assay	19211246
Epidermal growth factor receptor	IC50	=	3.8	nM	8.42	Inhibition of EGFR (unknown origin) using biotinylated-PTP1B (Tyr66) as substrat...	22867529
Epidermal growth factor receptor	IC50	=	9.0	nM	8.05	Tested for inhibition of Epidermal growth factor receptor from A431 vulval squam...	-
Epidermal growth factor receptor	IC50	=	9.0	nM	8.05	Inhibition of EGFR in human A431 cells	22867529
Epidermal growth factor receptor	IC50	=	9.0	nM	8.05	Inhibition of human EGFR	36793427
Epidermal growth factor receptor	IC50	=	9.0	nM	8.05	In vitro inhibitory activity against Epidermal growth factor receptor (EGFR-TK) ...	11459659
Epidermal growth factor receptor	IC50	=	23.0	nM	7.64	Inhibition of EGFR isolated from human A431 cells	29945794
Receptor tyrosine-protein kinase erbB-2	IC50	=	24.0	nM	7.62	Inhibition of ErbB2 by virtual HTS assay	19211246
KB 3-1	IC50	=	80.0	nM	7.1	In vitro inhibitory activity against EGF-stimulated proliferation of KB2 cells i...	11459659
Epidermal growth factor receptor	IC50	=	80.0	nM	7.1	Inhibition of EGF-stimulated proliferation of KB cells in culture	-
Fructose-1,6-bisphosphatase 1	IC50	=	290.0	nM	6.54	Concentration required to inhibit the human liver recombinant fructose-1,6-bisph...	11140724
Fructose-1,6-bisphosphatase 1	IC50	=	290.0	nM	6.54	Inhibition of human liver FBPase	29055870
Fructose-1,6-bisphosphatase 1	IC50	=	340.0	nM	6.47	Compound was evaluated for its concentration required to inhibit the porcine kid...	11140724
Epidermal growth factor receptor	IC50	=	380.0	nM	6.42	Inhibition of human EGFR-mediated poly(Glu4Tyr) phosphorylation after 1 hr	21353546
Epidermal growth factor receptor	IC50	=	380.0	nM	6.42	Inhibition of human EGFR expressed in human A431 cells using poly(Glu4/Tyr) and ...	22229669
Epidermal growth factor receptor	IC50	=	400.0	nM	6.4	Inhibition of human EGFR after 1 hr using [gamma-32P]ATP	26526740
Ephrin type-B receptor 4	IC50	=	480.0	nM	6.32	Inhibition of EphB4 by virtual HTS assay	19211246
Vascular endothelial growth factor receptor 2	IC50	=	510.0	nM	6.29	Inhibition of VEGFR2 by virtual HTS assay	19211246
Vascular endothelial growth factor receptor 2	IC50	=	800.0	nM	6.1	Vascular endothelial growth factor receptor 2 inhibitory activity at 2 uM of ATP...	10639280
Vascular endothelial growth factor receptor 3	IC50	=	2400.0	nM	5.62	Inhibition of VEGFR3 by virtual HTS assay	19211246

Literature References

PubMed	DOI	Target Context	# Activities
36793427	10.1021/acsmedchemlett.2c00476	No relevant target	7
36793427	10.1021/acsmedchemlett.2c00476	ADMET	4
11459659	10.1016/s0960-894x(01)00344-4	Mus musculus	3
11140724	10.1016/s0960-894x(00)00586-2	Fructose-1,6-bisphosphatase 1	3
22867529	10.1016/j.ejmech.2012.07.036	Epidermal growth factor receptor	2
-	10.6019/CHEMBL3301361	No relevant target	2
-	10.1016/S0960-894X(97)10059-2	Epidermal growth factor receptor	2
19211246	10.1016/j.bmcl.2009.01.054	Angiopoietin-1 receptor	1
19211246	10.1016/j.bmcl.2009.01.054	Receptor tyrosine-protein kinase erbB-2	1
19211246	10.1016/j.bmcl.2009.01.054	Ephrin type-B receptor 4	1
19211246	10.1016/j.bmcl.2009.01.054	Vascular endothelial growth factor receptor 3	1
19211246	10.1016/j.bmcl.2009.01.054	Insulin receptor	1
19211246	10.1016/j.bmcl.2009.01.054	Platelet-derived growth factor receptor beta	1
19211246	10.1016/j.bmcl.2009.01.054	Aurora kinase A	1
19211246	10.1016/j.bmcl.2009.01.054	Aurora kinase B	1
10639280	10.1021/jm990345w	Fibroblast growth factor receptor 1	1
10639280	10.1021/jm990345w	Vascular endothelial growth factor receptor 2	1
29055870	10.1016/j.ejmech.2017.09.029	Fructose-1,6-bisphosphatase 1	1
11459659	10.1016/s0960-894x(01)00344-4	KB 3-1	1
11459659	10.1016/s0960-894x(01)00344-4	Epidermal growth factor receptor	1

Data from ChEMBL 36 via Core Engine