Compound Detail

CHEMBL98248

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COc1cc2nccc(Nc3cccc(Br)c3)c2cc1OC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL98248
Phase	Preclinical
Structure Type	MOL
InChI Key	WCVTXEYTMLUPPQ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

359.2

MW (Da)

4.76

ALogP

HBA

HBD

43.4

PSA (Å²)

0.73

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C17H15BrN2O2
MW	359.22
Aromatic Rings	3
Heavy Atoms	22
NP-Likeness	-0.91

Activity Summary

IC50 10 meas. best 6.77

EC50 2 meas. best 5.32

Kd 2 meas. best 7.24

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Epidermal growth factor receptor CHEMBL203	Kd	7.24	7.24	58.0	1
Epidermal growth factor receptor CHEMBL203	IC50	6.77	6.6	170.0	2
Cyclin-G-associated kinase CHEMBL4355	Kd	6.62	6.62	240.0	1
Cyclin-G-associated kinase CHEMBL4355	IC50	6.29	6.29	510.0	1
Unchecked CHEMBL612545	IC50	5.54	5.1767	2900.0	6
Venezuelan equine encephalitis virus CHEMBL613726	EC50	5.32	5.32	4800.0	1
dengue virus type 2 CHEMBL613966	EC50	5.01	5.01	9800.0	1
Platelet-derived growth factor receptor beta CHEMBL4125	IC50	4.67	4.67	21500.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Epidermal growth factor receptor	Kd	=	58.0	nM	7.24	Binding affinity to wild-type human partial length EGFR (R669 to V1011 residues)...	30973735
Epidermal growth factor receptor	IC50	=	170.0	nM	6.77	Inhibition of EGFR in human A431 cells assessed as reduction in EGF-stimulated E...	30973735
Cyclin-G-associated kinase	Kd	=	240.0	nM	6.62	Binding affinity to wild-type human partial length GAK (G13 to Y338 residues) ex...	30973735
Epidermal growth factor receptor	IC50	=	370.0	nM	6.43	Inhibition of epidermal growth factor receptor (EGF-R) autophosphorylation in A4...	-
Cyclin-G-associated kinase	IC50	=	510.0	nM	6.29	Inhibition of tracer 5 binding to human N-terminal nano luciferase-fused GAK exp...	30973735
Unchecked	IC50	=	2900.0	nM	5.54	Cytotoxicity against human WS1 cells measured after 72 hrs by alamar blue assay	30973735
Unchecked	IC50	=	3600.0	nM	5.44	Antiproliferative activity against human UCH1 cells measured after 72 hrs by ala...	30973735
Venezuelan equine encephalitis virus	EC50	=	4800.0	nM	5.32	Antiviral activity against Venezuelan equine encephalitis virus TC-83 strain inf...	34624490
Unchecked	IC50	=	6500.0	nM	5.19	Antiproliferative activity against human CH22 cells measured after 72 hrs by ala...	30973735
Unchecked	IC50	=	7900.0	nM	5.1	Antiproliferative activity against human UCH2 cells measured after 72 hrs by ala...	30973735
Unchecked	IC50	=	9600.0	nM	5.02	Cytotoxicity in human WS1 cells assessed as reduction in cell viability incubate...	31378571
dengue virus type 2	EC50	=	9800.0	nM	5.01	Antiviral activity against DENV2 New Guinea C strain infected in human Huh7 cell...	34624490
Unchecked	IC50	=	17000.0	nM	4.77	Antiproliferative activity against human UMCHOR1 cells measured after 72 hrs by ...	30973735
Platelet-derived growth factor receptor beta	IC50	=	21500.0	nM	4.67	Inhibition of PDGF-BB induced PDGF-B receptor autophosphorylation in rat mesangi...	-

Literature References

PubMed	DOI	Target Context	# Activities
30973735	10.1021/acs.jmedchem.9b00350	Unchecked	8
31378571	10.1016/j.bmcl.2019.07.012	Mycobacterium tuberculosis	5
30973735	10.1021/acs.jmedchem.9b00350	Epidermal growth factor receptor	3
30973735	10.1021/acs.jmedchem.9b00350	Cyclin-G-associated kinase	3
-	10.1016/S0960-894X(97)10117-2	Platelet-derived growth factor receptor beta	1
-	10.1016/S0960-894X(97)10117-2	Epidermal growth factor receptor	1
31378571	10.1016/j.bmcl.2019.07.012	Unchecked	1
30973735	10.1021/acs.jmedchem.9b00350	Pyruvate kinase PKM	1
30973735	10.1021/acs.jmedchem.9b00350	Mitotic checkpoint serine/threonine-protein kinase BUB1	1
34624490	10.1016/j.bmcl.2021.128407	dengue virus type 2	1
34624490	10.1016/j.bmcl.2021.128407	Huh-7	1
34624490	10.1016/j.bmcl.2021.128407	Venezuelan equine encephalitis virus	1
34624490	10.1016/j.bmcl.2021.128407	U-87 MG	1

Data from ChEMBL 36 via Core Engine