Compound Detail

CHEMBL311959

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

COc1cc2nccc(Nc3cc(OC)c(OC)c(OC)c3)c2cc1OC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL311959
Phase	Preclinical
Structure Type	MOL
InChI Key	VYPGLYMWNDRFGZ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

370.4

MW (Da)

4.02

ALogP

HBA

HBD

71.1

PSA (Å²)

0.67

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H22N2O5
MW	370.41
Aromatic Rings	3
Heavy Atoms	27
NP-Likeness	-0.46

Activity Summary

Kd 18 meas. best 8.54

IC50 12 meas. best 7.64

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cyclin-G-associated kinase CHEMBL4355	Kd	8.54	8.25	2.9	2
Cyclin-G-associated kinase CHEMBL4355	IC50	7.64	7.495	23.0	2
Receptor-interacting serine/threonine-protein kinase 2 CHEMBL5014	Kd	7.38	7.05	42.0	2
Tyrosine-protein kinase ABL1 CHEMBL1862	Kd	7.04	6.905	92.0	2
Ephrin type-B receptor 6 CHEMBL5836	Kd	6.89	6.89	130.0	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	6.7	6.7	200.0	1
Atypical kinase COQ8A, mitochondrial CHEMBL5550	Kd	6.6	6.6	250.0	2
Bone morphogenetic protein receptor type-1B CHEMBL5476	Kd	6.55	6.55	280.0	1
Tyrosine-protein kinase Lck CHEMBL258	Kd	6.46	6.46	350.0	1
Epidermal growth factor receptor CHEMBL203	Kd	6.39	6.39	410.0	1
Serine/threonine-protein kinase NLK CHEMBL5364	Kd	6.39	6.39	410.0	2
Dual specificity mitogen-activated protein kinase kinase 5 CHEMBL4948	Kd	6.37	6.37	430.0	1
Ephrin type-A receptor 8 CHEMBL4134	Kd	6.25	6.25	560.0	1
Ephrin type-A receptor 1 CHEMBL5810	Kd	5.89	5.89	1300.0	1
Activin receptor type-1 CHEMBL5903	Kd	5.89	5.89	1300.0	1
Unchecked CHEMBL612545	IC50	4.96	4.7088	11000.0	8
Epidermal growth factor receptor CHEMBL203	IC50	4.57	4.57	27000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cyclin-G-associated kinase	Kd	=	2.9	nM	8.54	Binding affinity to biotinylated human GAK (13 to 338 residues) expressed in Esc...	30768268
Cyclin-G-associated kinase	Kd	=	11.0	nM	7.96	Binding affinity to human wild type partial length GAK (G13 to Y338 residues) ex...	31129055
Cyclin-G-associated kinase	IC50	=	23.0	nM	7.64	Inhibition of tracer 5 binding to human N-terminal nano luciferase-fused GAK exp...	30973735
Receptor-interacting serine/threonine-protein kinase 2	Kd	=	42.0	nM	7.38	Binding affinity to biotinylated human RIPK2 (1 to 310 residues) expressed in Es...	30768268
Cyclin-G-associated kinase	IC50	=	45.0	nM	7.35	Inhibition of GAK (unknown origin) by in-cell pulse based assay	31129055
Tyrosine-protein kinase ABL1	Kd	=	92.0	nM	7.04	Binding affinity to human wild type partial length phosphorylated ABL1 (S229 to ...	31129055
Ephrin type-B receptor 6	Kd	=	130.0	nM	6.89	Binding affinity to human wild type partial length EphB6 (Q634 to P948 residues)...	31129055
Tyrosine-protein kinase ABL1	Kd	=	170.0	nM	6.77	Binding affinity to human wild type partial length non-phosphorylated ABL1 (S229...	31129055
Receptor-interacting serine/threonine-protein kinase 2	Kd	=	190.0	nM	6.72	Binding affinity to wild-type human partial length RIPK2 (M1 to K310 residues) e...	31129055
Proto-oncogene tyrosine-protein kinase Src	IC50	=	200.0	nM	6.7	In vitro inhibition of c-src tyrosine kinase.	11078204
Atypical kinase COQ8A, mitochondrial	Kd	=	250.0	nM	6.6	Binding affinity to biotinylated full length human ADCK3 expressed in Escherichi...	30768268
Atypical kinase COQ8A, mitochondrial	Kd	=	250.0	nM	6.6	Binding affinity to human wild type full-length ADCK3 expressed in bacterial exp...	31129055
Bone morphogenetic protein receptor type-1B	Kd	=	280.0	nM	6.55	Binding affinity to human wild type partial length BMPR1B (D178 to L502 residues...	31129055
Tyrosine-protein kinase Lck	Kd	=	350.0	nM	6.46	Binding affinity to wild-type human partial length LCK (R207 to P509 residues) e...	31129055
Serine/threonine-protein kinase NLK	Kd	=	410.0	nM	6.39	Binding affinity to wild-type human full length NLK expressed in bacterial expre...	31129055
Serine/threonine-protein kinase NLK	Kd	=	410.0	nM	6.39	Binding affinity to biotinylated full length human NLK expressed in Escherichia ...	30768268
Epidermal growth factor receptor	Kd	=	410.0	nM	6.39	Binding affinity to wild-type human partial length EGFR (R669 to V1011 residues)...	30973735
Dual specificity mitogen-activated protein kinase kinase 5	Kd	=	430.0	nM	6.37	Binding affinity to human wild type partial length MEK5 (L98 to P448 residues) e...	31129055
Ephrin type-A receptor 8	Kd	=	560.0	nM	6.25	Binding affinity to human wild type partial length EphA8 (Q608 to C920 residues)...	31129055
Ephrin type-A receptor 1	Kd	=	1300.0	nM	5.89	Binding affinity to human wild type partial length EphA1 (V588 to I913 residues)...	31129055

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
31129055	10.1016/j.bmcl.2019.05.025	Cyclin-G-associated kinase	2
31129055	10.1016/j.bmcl.2019.05.025	Tyrosine-protein kinase ABL1	2
30973735	10.1021/acs.jmedchem.9b00350	Epidermal growth factor receptor	2
31129055	10.1016/j.bmcl.2019.05.025	Activin receptor type-1	1
32631507	10.1016/j.bmcl.2020.127284	Huh-7	1
31129055	10.1016/j.bmcl.2019.05.025	Dual specificity mitogen-activated protein kinase kinase 5	1
31129055	10.1016/j.bmcl.2019.05.025	Tyrosine-protein kinase Lck	1
31129055	10.1016/j.bmcl.2019.05.025	Ephrin type-B receptor 6	1
31129055	10.1016/j.bmcl.2019.05.025	Ephrin type-A receptor 8	1
31129055	10.1016/j.bmcl.2019.05.025	Ephrin type-A receptor 1	1
31129055	10.1016/j.bmcl.2019.05.025	Bone morphogenetic protein receptor type-1B	1
31129055	10.1016/j.bmcl.2019.05.025	Atypical kinase COQ8A, mitochondrial	1
31378571	10.1016/j.bmcl.2019.07.012	Unchecked	1
11078204	10.1016/s0960-894x(00)00493-5	Proto-oncogene tyrosine-protein kinase Src	1
30768268	10.1021/acs.jmedchem.8b01213	Serine/threonine-protein kinase NLK	1
30768268	10.1021/acs.jmedchem.8b01213	Atypical kinase COQ8A, mitochondrial	1
30768268	10.1021/acs.jmedchem.8b01213	Receptor-interacting serine/threonine-protein kinase 2	1
30768268	10.1021/acs.jmedchem.8b01213	Cyclin-G-associated kinase	1

Data from ChEMBL 36 via Core Engine