Compound Detail

CHEMBL4755977

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COc1cc2nccc(Oc3ccc(C(=O)Nc4ccccn4)cc3)c2cc1NC(=O)C#CCCN1CCOCC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4755977
Phase	Preclinical
Structure Type	MOL
InChI Key	KPZGJWPPVXZLDN-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

551.6

MW (Da)

4.35

ALogP

HBA

HBD

114.9

PSA (Å²)

0.31

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C31H29N5O5
MW	551.60
Aromatic Rings	4
Heavy Atoms	41
NP-Likeness	-1.13

Activity Summary

IC50 12 meas. best 8.82

EC50 3 meas. best 8.74

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase BTK CHEMBL5251	IC50	8.82	8.81	1.5	2
Unchecked CHEMBL612545	EC50	8.74	8.565	1.8	2
Tyrosine-protein kinase Blk CHEMBL2250	IC50	8.08	8.08	8.3	1
Cytoplasmic tyrosine-protein kinase BMX CHEMBL3834	IC50	7.92	7.92	12.0	1
Blood CHEMBL613416	EC50	7.89	7.89	13.0	1
Tyrosine-protein kinase TXK CHEMBL4367	IC50	7.72	7.72	19.0	1
Epidermal growth factor receptor CHEMBL203	IC50	7.48	7.17	33.0	2
Receptor tyrosine-protein kinase erbB-2 CHEMBL1824	IC50	7.39	7.39	41.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	6.76	6.76	174.0	1
Tyrosine-protein kinase Tec CHEMBL4246	IC50	6.74	6.74	184.0	1
Tyrosine-protein kinase ITK/TSK CHEMBL2959	IC50	6.04	6.04	916.0	1
Receptor tyrosine-protein kinase erbB-4 CHEMBL3009	IC50	6.04	6.04	901.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Cmax	740.0	nM	Mus musculus
F	13.0	%	Mus musculus
T1/2	0.5167	hr	-
T1/2	0.15	hr	Mus musculus
Tmax	0.1333	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase BTK	IC50	=	1.5	nM	8.82	Inhibition of His-tagged recombinant human His-tagged full length BTK expressed ...	32527559
Tyrosine-protein kinase BTK	IC50	=	1.6	nM	8.8	Inhibition of human recombinant full length N-terminal His6-tagged BTK expressed...	32527559
Unchecked	EC50	=	1.8	nM	8.74	Inhibition of goat anti-human IgM F(ab')-stimulated CD69 cell surface expression...	32527559
Unchecked	EC50	=	4.1	nM	8.39	Inhibition of anti-human alphaIgM-stimulated MIP1beta production in human Ramos ...	32527559
Tyrosine-protein kinase Blk	IC50	=	8.3	nM	8.08	Inhibition of recombinant full length human His-tagged BLK cytoplasmic domain ex...	32527559
Cytoplasmic tyrosine-protein kinase BMX	IC50	=	12.0	nM	7.92	Inhibition of His-tagged recombinant full length human His-tagged BMX cytoplasmi...	32527559
Blood	EC50	=	13.0	nM	7.89	Inhibition of mouse anti-human anti-IgD-stimulated CD69 cell surface expression ...	32527559
Tyrosine-protein kinase TXK	IC50	=	19.0	nM	7.72	Inhibition of recombinant human N-terminal GST-tagged TXK (260 to 527 residues) ...	32527559
Epidermal growth factor receptor	IC50	=	33.0	nM	7.48	Inhibition of EGFR (unknown origin) expressed in baculovirus system using fluore...	32527559
Receptor tyrosine-protein kinase erbB-2	IC50	=	41.0	nM	7.39	Inhibition of His-tagged human recombinant ERBB2 (676 to 1255 residues) expresse...	32527559
Epidermal growth factor receptor	IC50	=	138.0	nM	6.86	Inhibition of recombinant human GST-tagged EGFR (668 to 1210 residues) expressed...	32527559
Tyrosine-protein kinase JAK3	IC50	=	174.0	nM	6.76	Inhibition of recombinant human GST-tagged JAK3 catalytic domain (781 to 1124 re...	32527559
Tyrosine-protein kinase Tec	IC50	=	184.0	nM	6.74	Inhibition of His-tagged recombinant human TEC expressed in baculovirus expressi...	32527559
Tyrosine-protein kinase ITK/TSK	IC50	=	916.0	nM	6.04	Inhibition of recombinant full length human GST-tagged ITK expressed in baculovi...	32527559
Receptor tyrosine-protein kinase erbB-4	IC50	=	901.0	nM	6.04	Inhibition of recombinant human N-terminal GST-tagged ERBB4 catalytic domain (70...	32527559

Literature References

PubMed	DOI	Target Context	# Activities
32527559	10.1016/j.bmcl.2020.127261	ADMET	9
32527559	10.1016/j.bmcl.2020.127261	Unchecked	3
32527559	10.1016/j.bmcl.2020.127261	Epidermal growth factor receptor	3
32527559	10.1016/j.bmcl.2020.127261	Tyrosine-protein kinase BTK	2
32527559	10.1016/j.bmcl.2020.127261	Blood	1
32527559	10.1016/j.bmcl.2020.127261	No relevant target	1
32527559	10.1016/j.bmcl.2020.127261	Tyrosine-protein kinase Tec	1
32527559	10.1016/j.bmcl.2020.127261	Cytoplasmic tyrosine-protein kinase BMX	1
32527559	10.1016/j.bmcl.2020.127261	Tyrosine-protein kinase ITK/TSK	1
32527559	10.1016/j.bmcl.2020.127261	Tyrosine-protein kinase TXK	1
32527559	10.1016/j.bmcl.2020.127261	Receptor tyrosine-protein kinase erbB-2	1
32527559	10.1016/j.bmcl.2020.127261	Receptor tyrosine-protein kinase erbB-4	1
32527559	10.1016/j.bmcl.2020.127261	Tyrosine-protein kinase JAK3	1
32527559	10.1016/j.bmcl.2020.127261	Tyrosine-protein kinase Blk	1

Data from ChEMBL 36 via Core Engine