Compound Detail

CHEMBL81073

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COc1cc2ncc(C#N)c(Nc3cc(OC)c(OC)c(OC)c3)c2cc1OC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL81073
Phase	Preclinical
Structure Type	MOL
InChI Key	LNRFTLQUUQAWMM-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

395.4

MW (Da)

3.89

ALogP

HBA

HBD

94.9

PSA (Å²)

0.64

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 8 meas. best 8.62

Kd 2 meas. best 9.38

EC50 1 meas. best 5.26

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cyclin-G-associated kinase CHEMBL4355	Kd	9.38	9.38	0.4	1
Cyclin-G-associated kinase CHEMBL4355	IC50	8.62	8.62	2.4	1
Epidermal growth factor receptor CHEMBL203	Kd	8.13	8.13	7.4	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	7.47	6.962	34.0	5
dengue virus type 2 CHEMBL613966	EC50	5.26	5.26	5500.0	1
Epidermal growth factor receptor CHEMBL203	IC50	5.15	5.15	7100.0	1
Unchecked CHEMBL612545	IC50	4.96	4.96	11000.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cyclin-G-associated kinase	Kd	=	0.42	nM	9.38	Binding affinity to wild-type human partial length GAK (G13 to Y338 residues) ex...	30973735
Cyclin-G-associated kinase	IC50	=	2.4	nM	8.62	Inhibition of tracer 5 binding to human N-terminal nano luciferase-fused GAK exp...	30973735
Epidermal growth factor receptor	Kd	=	7.4	nM	8.13	Binding affinity to wild-type human partial length EGFR (R669 to V1011 residues)...	30973735
Proto-oncogene tyrosine-protein kinase Src	IC50	=	34.0	nM	7.47	Inhibition of Src kinase at 100 nM ATP	11078204
Proto-oncogene tyrosine-protein kinase Src	IC50	=	35.0	nM	7.46	In vitro inhibition of c-src tyrosine kinase.	11078204
Proto-oncogene tyrosine-protein kinase Src	IC50	=	108.0	nM	6.97	Inhibition of Src kinase at 500 nM ATP	11078204
Proto-oncogene tyrosine-protein kinase Src	IC50	=	190.0	nM	6.72	Inhibition of Src kinase at 1000 nM ATP	11078204
Proto-oncogene tyrosine-protein kinase Src	IC50	=	650.0	nM	6.19	Inhibition of Src kinase at 5000 nM ATP	11078204
dengue virus type 2	EC50	=	5500.0	nM	5.26	Antiviral activity against DENV2 New Guinea C strain infected in Huh7 cells afte...	32631507
Epidermal growth factor receptor	IC50	=	7100.0	nM	5.15	Inhibition of EGFR in human A431 cells assessed as reduction in EGF-stimulated E...	30973735
Unchecked	IC50	=	11000.0	nM	4.96	Antiproliferative activity against human UCH1 cells measured after 72 hrs by ala...	30973735

PubMed	DOI	Target Context	# Activities
11078204	10.1016/s0960-894x(00)00493-5	Proto-oncogene tyrosine-protein kinase Src	5
31378571	10.1016/j.bmcl.2019.07.012	Mycobacterium tuberculosis	5
30973735	10.1021/acs.jmedchem.9b00350	Unchecked	3
30973735	10.1021/acs.jmedchem.9b00350	Epidermal growth factor receptor	2
30973735	10.1021/acs.jmedchem.9b00350	Cyclin-G-associated kinase	2
31378571	10.1016/j.bmcl.2019.07.012	Unchecked	1
32631507	10.1016/j.bmcl.2020.127284	dengue virus type 2	1
32631507	10.1016/j.bmcl.2020.127284	Huh-7	1

Data from ChEMBL 36 via Core Engine