Compound Detail

CHEMBL4752700

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C=CC(=O)Nc1ccc2nccc(Oc3ccc(C(=O)Nc4cc(CC)ccn4)cc3)c2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4752700
Phase	Preclinical
Structure Type	MOL
InChI Key	VYZQSAKXLMEDCB-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

438.5

MW (Da)

5.36

ALogP

HBA

HBD

93.2

PSA (Å²)

0.38

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C26H22N4O3
MW	438.49
Aromatic Rings	4
Heavy Atoms	33
NP-Likeness	-0.97

Activity Summary

IC50 11 meas. best 8.92

EC50 5 meas. best 7.82

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase BTK CHEMBL5251	IC50	8.92	8.66	1.2	2
Cytoplasmic tyrosine-protein kinase BMX CHEMBL3834	IC50	8.42	8.42	3.8	1
Unchecked CHEMBL612545	EC50	7.82	7.72	15.0	3
Receptor tyrosine-protein kinase erbB-4 CHEMBL3009	IC50	7.8	7.8	16.0	1
Tyrosine-protein kinase Blk CHEMBL2250	IC50	7.67	7.67	21.2	1
Tyrosine-protein kinase Tec CHEMBL4246	IC50	7.42	7.42	38.0	1
Blood CHEMBL613416	EC50	6.78	6.675	167.0	2
Epidermal growth factor receptor CHEMBL203	IC50	6.7	6.36	200.0	2
Receptor tyrosine-protein kinase erbB-2 CHEMBL1824	IC50	6.57	6.57	268.0	1
Tyrosine-protein kinase TXK CHEMBL4367	IC50	6.53	6.53	294.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	6.08	6.08	838.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	33.0	mL.min-1.g-1	Homo sapiens
CL	14.3	mL.min-1.g-1	Mus musculus
T1/2	0.4	hr	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase BTK	IC50	=	1.2	nM	8.92	Inhibition of human recombinant full length N-terminal His6-tagged BTK expressed...	32527559
Cytoplasmic tyrosine-protein kinase BMX	IC50	=	3.8	nM	8.42	Inhibition of His-tagged recombinant full length human His-tagged BMX cytoplasmi...	32527559
Tyrosine-protein kinase BTK	IC50	=	4.0	nM	8.4	Inhibition of His-tagged recombinant human His-tagged full length BTK expressed ...	32527559
Unchecked	EC50	=	15.0	nM	7.82	Inhibition of goat anti-human IgM F(ab')-stimulated CD69 cell surface expression...	32527559
Receptor tyrosine-protein kinase erbB-4	IC50	=	16.0	nM	7.8	Inhibition of recombinant human N-terminal GST-tagged ERBB4 catalytic domain (70...	32527559
Unchecked	EC50	=	21.0	nM	7.68	Inhibition of goat anti-human IgM F(ab')-stimulated CD86 cell surface expression...	32527559
Tyrosine-protein kinase Blk	IC50	=	21.2	nM	7.67	Inhibition of recombinant full length human His-tagged BLK cytoplasmic domain ex...	32527559
Unchecked	EC50	=	22.0	nM	7.66	Inhibition of anti-human alphaIgM-stimulated MIP1beta production in human Ramos ...	32527559
Tyrosine-protein kinase Tec	IC50	=	38.0	nM	7.42	Inhibition of His-tagged recombinant human TEC expressed in baculovirus expressi...	32527559
Blood	EC50	=	167.0	nM	6.78	Inhibition of mouse anti-human anti-IgD-stimulated CD69 cell surface expression ...	32527559
Epidermal growth factor receptor	IC50	=	200.0	nM	6.7	Inhibition of EGFR (unknown origin) expressed in baculovirus system using fluore...	32527559
Blood	EC50	=	267.0	nM	6.57	Inhibition of mouse anti-human anti-IgD-stimulated CD86 cell surface expression ...	32527559
Receptor tyrosine-protein kinase erbB-2	IC50	=	268.0	nM	6.57	Inhibition of His-tagged human recombinant ERBB2 (676 to 1255 residues) expresse...	32527559
Tyrosine-protein kinase TXK	IC50	=	294.0	nM	6.53	Inhibition of recombinant human N-terminal GST-tagged TXK (260 to 527 residues) ...	32527559
Tyrosine-protein kinase JAK3	IC50	=	838.0	nM	6.08	Inhibition of recombinant human GST-tagged JAK3 catalytic domain (781 to 1124 re...	32527559
Epidermal growth factor receptor	IC50	=	958.0	nM	6.02	Inhibition of recombinant human GST-tagged EGFR (668 to 1210 residues) expressed...	32527559

Literature References

PubMed	DOI	Target Context	# Activities
32527559	10.1016/j.bmcl.2020.127261	Unchecked	5
32527559	10.1016/j.bmcl.2020.127261	ADMET	5
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	2
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