Compound Detail

CHEMBL29197

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COc1cc2ncnc(Nc3cccc(Br)c3)c2cc1OC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL29197
Phase	Preclinical
Structure Type	MOL
InChI Key	LSPANGZZENHZNJ-UHFFFAOYSA-N

Targets

107

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

360.2

MW (Da)

4.15

ALogP

HBA

HBD

56.3

PSA (Å²)

0.76

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C16H14BrN3O2
MW	360.21
Aromatic Rings	3
Heavy Atoms	22
NP-Likeness	-1.02

Activity Summary

IC50 103 meas. best 10.6

Kd 3 meas. best 7.54

Ki 1 meas.

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Epidermal growth factor receptor CHEMBL203	IC50	10.6	8.0847	0.0	43
Unchecked CHEMBL612545	IC50	10.6	6.11	0.0	7
Cyclin-G-associated kinase CHEMBL4355	Kd	7.54	7.54	29.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	IC50	7.52	7.52	30.0	1
Epidermal growth factor receptor and ErbB2 (HER1 and HER2) CHEMBL2111431	IC50	7.16	7.16	70.0	1
Balb/MK CHEMBL614065	IC50	6.7	6.7	200.0	1
Cyclin-G-associated kinase CHEMBL4355	IC50	6.58	6.58	260.0	1
MAP kinase-interacting serine/threonine-protein kinase 1 CHEMBL4718	IC50	6.2	6.2	630.0	1
SK-BR-3 CHEMBL613834	IC50	6.09	6.09	820.0	1
Fructose-1,6-bisphosphatase 1 CHEMBL3975	IC50	6.0	6.0	1000.0	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	5.85	5.85	1400.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	5.83	5.83	1489.0	1
A-431 CHEMBL614069	IC50	5.82	5.07	1520.0	10
Broad substrate specificity ATP-binding cassette transporter ABCG2 CHEMBL5393	IC50	5.76	5.695	1730.0	2
HUVEC CHEMBL613979	IC50	5.39	5.39	4060.0	1
MCF7 CHEMBL387	IC50	5.33	5.33	4700.0	2
Receptor tyrosine-protein kinase erbB-2 CHEMBL1824	IC50	5.27	5.27	5400.0	1
MAP kinase p38 CHEMBL2094115	IC50	5.2	5.2	6300.0	1
BGC-823 CHEMBL614526	IC50	5.16	4.985	6900.0	4
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.15	5.036	7100.0	5
Unchecked CHEMBL612545	Kd	5.09	5.09	8100.0	1
Ephrin type-B receptor 2 CHEMBL3290	Kd	5.09	5.09	8100.0	1
PC-3 CHEMBL390	IC50	5.08	4.9625	8300.0	4
Bcap37 CHEMBL613842	IC50	5.05	4.8775	8900.0	4
HT-29 CHEMBL384	IC50	5.0	5.0	10100.0	2
Ephrin type-B receptor 2 CHEMBL3290	IC50	4.99	4.99	10200.0	1
SARS-CoV-2 CHEMBL4303835	IC50	4.87	4.87	13370.0	2
SW-620 CHEMBL612262	IC50	4.86	4.86	13940.0	1
Platelet-derived growth factor receptor beta CHEMBL4125	IC50	4.66	4.66	21900.0	1
Cyclin-dependent kinase 1 CHEMBL308	IC50	4.0	4.0	100000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	0.025	nM	10.6	Competitive inhibition of ATP binding	11462969
Epidermal growth factor receptor	IC50	=	0.025	nM	10.6	Inhibition of the phosphorylation of a random polyglutamic acid/tyrosine copolym...	9154973
Epidermal growth factor receptor	IC50	=	0.025	nM	10.6	Competitive binding affinity to EGFR (unknown origin) ATP binding site	27234887
Epidermal growth factor receptor	IC50	=	0.025	nM	10.6	Inhibition of EGFR	18313807
Epidermal growth factor receptor	IC50	=	0.025	nM	10.6	Inhibition of EGFR	18077363
Epidermal growth factor receptor	IC50	=	0.025	nM	10.6	Concentration required to inhibit the phosphorylation of a 14-residue fragment o...	8568816
Epidermal growth factor receptor	IC50	=	0.025	nM	10.6	Concentration needed to inhibit the phosphorylation of a 14-residue fragment of ...	10639288
Epidermal growth factor receptor	IC50	=	0.025	nM	10.6	Inhibition of tyrosine kinase activity of Epidermal growth factor receptor from ...	8632415
Epidermal growth factor receptor	IC50	=	0.029	nM	10.54	Evaluation of inhibitory activity against phospholipase C-gamma1 phosphorylation...	7658435
Epidermal growth factor receptor	IC50	=	0.029	nM	10.54	Inhibitory potency against isolated epidermal growth factor receptor (EGFR) from...	8627606
Epidermal growth factor receptor	IC50	=	0.029	nM	10.54	Inhibition of Epidermal growth factor receptor from human A431 cell membranes	8627606
Epidermal growth factor receptor	IC50	=	0.029	nM	10.54	Inhibition of epidermal growth factor receptor kinase (unknown origin) using [33...	26256032
Epidermal growth factor receptor	IC50	=	0.029	nM	10.54	Inhibition of EGFR (unknown origin)	30878832
Epidermal growth factor receptor	IC50	=	0.095	nM	10.02	Inhibition of recombinant human EGFR using Ulight-CAGAGAIETDKEYYTVKD as substrat...	29547832
Epidermal growth factor receptor	IC50	=	2.6	nM	8.59	Inhibition of human EGFR in presence of 1 uM ATP	17416531
Epidermal growth factor receptor	IC50	=	4.0	nM	8.4	Inhibition of epidermal growth factor receptor (EGF-R) autophosphorylation in A4...	-
Epidermal growth factor receptor	IC50	=	4.0	nM	8.4	In vitro inhibitory activity against epidermal growth factor receptor	8691423
Epidermal growth factor receptor	IC50	=	5.3	nM	8.28	Inhibition of EGF-tyrosine kinase	18588282
Epidermal growth factor receptor	IC50	=	6.0	nM	8.22	Inhibitory activity against epidermal growth factor receptor tyrosine kinase.	9357527
Epidermal growth factor receptor	IC50	=	28.0	nM	7.55	Inhibition of EGFR tyrosine kinase activity	17154492

Literature References

PubMed	DOI	Target Context	# Activities
30878832	10.1016/j.ejmech.2019.03.004	Epidermal growth factor receptor	6
31378571	10.1016/j.bmcl.2019.07.012	Mycobacterium tuberculosis	5
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
17416531	10.1016/j.bmc.2007.03.055	Epidermal growth factor receptor	4
17416531	10.1016/j.bmc.2007.03.055	Vascular endothelial growth factor receptor 2	4
23900004	10.1016/j.ejmech.2013.06.057	HUVEC	4
21033670	10.1021/jm1009605	Calf thymus DNA	4
23811258	10.1016/j.ejmech.2013.05.043	BGC-823	3
20095624	10.1021/jm901338g	A-431	3
30973735	10.1021/acs.jmedchem.9b00350	Unchecked	3
11140724	10.1016/s0960-894x(00)00586-2	Fructose-1,6-bisphosphatase 1	3
23811258	10.1016/j.ejmech.2013.05.043	PC-3	3
23811258	10.1016/j.ejmech.2013.05.043	Bcap37	3
17154492	10.1021/jm0608762	A-431	3
23900004	10.1016/j.ejmech.2013.06.057	NON-PROTEIN TARGET	2
20095624	10.1021/jm901338g	Epidermal growth factor receptor	2
24583357	10.1016/j.ejmech.2014.02.005	NON-PROTEIN TARGET	2
18077363	10.1073/pnas.0708800104	Epidermal growth factor receptor	2
24184213	10.1016/j.bmc.2013.10.007	Broad substrate specificity ATP-binding cassette transporter ABCG2	2
18077363	10.1073/pnas.0708800104	Serine/threonine-protein kinase 26	2

Data from ChEMBL 36 via Core Engine