Compound Detail

CHEMBL3426225

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CCn1nc(C#Cc2cc(C(=O)Nc3ccc(CN4CCN(C)CC4)c(C(F)(F)F)c3)ccc2C)c2c(N)ncnc21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3426225
Phase	Preclinical
Structure Type	MOL
InChI Key	BNRXMSGHPVYSDK-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

576.6

MW (Da)

4.16

ALogP

HBA

HBD

105.2

PSA (Å²)

0.34

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C30H31F3N8O
MW	576.63
Aromatic Rings	4
Heavy Atoms	42
NP-Likeness	-1.51

Activity Summary

IC50 65 meas. best 9.1

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase Yes CHEMBL2073	IC50	9.1	9.1	0.8	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	9.05	7.9025	0.9	4
Bcr/Abl fusion protein CHEMBL2096618	IC50	9.0	9.0	1.0	1
Fibroblast growth factor receptor 1 CHEMBL3650	IC50	8.52	8.52	3.0	1
Tyrosine-protein kinase Fyn CHEMBL1841	IC50	8.3	8.3	5.0	2
MDA-MB-435 CHEMBL614697	IC50	8.3	8.3	5.0	2
Cytoplasmic tyrosine-protein kinase BMX CHEMBL3834	IC50	8.22	8.22	6.0	1
Epithelial discoidin domain-containing receptor 1 CHEMBL5319	IC50	8.05	8.05	9.0	1
MDA-MB-231 CHEMBL400	IC50	7.96	7.96	11.0	2
Serine/threonine-protein kinase B-raf CHEMBL5145	IC50	7.82	7.43	15.0	4
Ephrin type-A receptor 2 CHEMBL2068	IC50	7.8	7.8	16.0	2
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	7.77	7.77	17.0	1
Tyrosine-protein kinase Blk CHEMBL2250	IC50	7.72	7.72	19.0	2
Ephrin type-B receptor 4 CHEMBL5147	IC50	7.64	7.64	23.0	1
Ephrin type-B receptor 2 CHEMBL3290	IC50	7.58	7.58	26.0	2
RAF proto-oncogene serine/threonine-protein kinase CHEMBL1906	IC50	7.57	7.57	27.0	2
High affinity nerve growth factor receptor CHEMBL2815	IC50	7.57	7.57	27.0	2
Mitogen-activated protein kinase kinase kinase 7 CHEMBL5776	IC50	7.21	7.21	61.0	1
Nuclear receptor subfamily 2 group C member 2 CHEMBL5716	IC50	7.21	7.21	61.0	1
Tyrosine-protein kinase BTK CHEMBL5251	IC50	7.17	7.17	67.0	2
Discoidin domain-containing receptor 2 CHEMBL5122	IC50	6.89	6.89	128.0	2
Inhibitor of nuclear factor kappa-B kinase subunit beta CHEMBL1991	IC50	6.79	6.79	164.0	1
Unchecked CHEMBL612545	IC50	6.79	6.79	164.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	6.5	5.6957	316.0	7
MDA-MB-453 CHEMBL614334	IC50	6.49	6.49	325.0	1
Inhibitor of nuclear factor kappa-B kinase subunit alpha CHEMBL3476	IC50	6.45	6.45	353.0	2
Tyrosine-protein kinase receptor UFO CHEMBL4895	IC50	6.24	6.24	578.0	2
Platelet-derived growth factor receptor alpha CHEMBL2007	IC50	6.05	6.05	890.0	2
NCI-H358 CHEMBL614135	IC50	5.78	5.78	1665.0	1
A2058 CHEMBL613503	IC50	5.72	5.72	1908.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	IC50	5.54	5.54	2911.0	2
Epidermal growth factor receptor CHEMBL203	IC50	5.45	5.45	3518.0	2
THP-1 CHEMBL614245	IC50	5.29	5.29	5110.0	1
HeLa CHEMBL399	IC50	5.27	5.27	5410.0	1
MCF7 CHEMBL387	IC50	5.14	5.14	7250.0	1
HepG2 CHEMBL395	IC50	5.06	5.06	8672.0	2
Ramos CHEMBL614629	IC50	5.0	5.0	10000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	4772.5	ng.hr.mL-1	Rattus norvegicus
CL	35.0	mL.min-1.kg-1	Rattus norvegicus
Cmax	372.16	nM	Rattus norvegicus
T1/2	12.76	hr	Rattus norvegicus
Tmax	12.0	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase Yes	IC50	=	0.8	nM	9.1	Inhibition of human Yes	25835317
Proto-oncogene tyrosine-protein kinase Src	IC50	=	0.9	nM	9.05	Inhibition of human Src	25835317
Bcr/Abl fusion protein	IC50	=	1.0	nM	9.0	Inhibition of human BCR/ABL	25835317
Fibroblast growth factor receptor 1	IC50	=	3.0	nM	8.52	Kinase Inhibition Assays: The aim of this experiment is to detect the inhibitory...	-
MDA-MB-435	IC50	=	5.0	nM	8.3	Cytotoxicity against human MDA-MB-435 cells assessed as cell viability after 72 ...	25835317
Tyrosine-protein kinase Fyn	IC50	=	5.0	nM	8.3	Inhibition of human Fyn	25835317
MDA-MB-435	IC50	=	5.0	nM	8.3	Antiproliferative activity against human MDA-MB-435 cells assessed as reduction ...	27739679
Tyrosine-protein kinase Fyn	IC50	=	5.0	nM	8.3	Kinase Inhibition Assays: The aim of this experiment is to detect the inhibitory...	-
Cytoplasmic tyrosine-protein kinase BMX	IC50	=	6.0	nM	8.22	Kinase Inhibition Assays: The aim of this experiment is to detect the inhibitory...	-
Epithelial discoidin domain-containing receptor 1	IC50	=	9.0	nM	8.05	Kinase Inhibition Assays: The aim of this experiment is to detect the inhibitory...	-
MDA-MB-231	IC50	=	11.0	nM	7.96	Cytotoxicity against human MDA-MB-231 cells assessed as cell viability after 72 ...	25835317
MDA-MB-231	IC50	=	11.0	nM	7.96	Antiproliferative activity against human MDA-MB-231 cells assessed as reduction ...	27739679
Serine/threonine-protein kinase B-raf	IC50	=	15.0	nM	7.82	Inhibition of human B-RAF V600E mutant	25835317
Serine/threonine-protein kinase B-raf	IC50	=	15.0	nM	7.82	Kinase Inhibition Assays: The aim of this experiment is to detect the inhibitory...	-
Ephrin type-A receptor 2	IC50	=	16.0	nM	7.8	Inhibition of human EphA2	25835317
Ephrin type-A receptor 2	IC50	=	16.0	nM	7.8	Kinase Inhibition Assays: The aim of this experiment is to detect the inhibitory...	-
Vascular endothelial growth factor receptor 2	IC50	=	17.0	nM	7.77	Kinase Inhibition Assays: The aim of this experiment is to detect the inhibitory...	-
Tyrosine-protein kinase Blk	IC50	=	19.0	nM	7.72	Inhibition of human Blk	25835317
Tyrosine-protein kinase Blk	IC50	=	19.0	nM	7.72	Kinase Inhibition Assays: The aim of this experiment is to detect the inhibitory...	-
Ephrin type-B receptor 4	IC50	=	23.0	nM	7.64	Kinase Inhibition Assays: The aim of this experiment is to detect the inhibitory...	-

Literature References

PubMed	DOI	Target Context	# Activities
25835317	10.1021/acs.jmedchem.5b00270	MDA-MB-231	29
25835317	10.1021/acs.jmedchem.5b00270	NON-PROTEIN TARGET	7
25835317	10.1021/acs.jmedchem.5b00270	Rattus norvegicus	6
25835317	10.1021/acs.jmedchem.5b00270	Proto-oncogene tyrosine-protein kinase Src	5
27739679	10.1021/acs.jmedchem.6b00943	ADMET	5
25835317	10.1021/acs.jmedchem.5b00270	Mus musculus	4
25835317	10.1021/acs.jmedchem.5b00270	Unchecked	3
25835317	10.1021/acs.jmedchem.5b00270	Serine/threonine-protein kinase B-raf	2
25835317	10.1021/acs.jmedchem.5b00270	Protein kinase C alpha type	1
25835317	10.1021/acs.jmedchem.5b00270	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	1
25835317	10.1021/acs.jmedchem.5b00270	RAC-alpha serine/threonine-protein kinase	1
25835317	10.1021/acs.jmedchem.5b00270	Serine/threonine-protein kinase pim-1	1
25835317	10.1021/acs.jmedchem.5b00270	Serine/threonine-protein kinase PAK 1	1
25835317	10.1021/acs.jmedchem.5b00270	Serine/threonine-protein kinase mTOR	1
25835317	10.1021/acs.jmedchem.5b00270	Dual specificity mitogen-activated protein kinase kinase 1	1
25835317	10.1021/acs.jmedchem.5b00270	MDA-MB-453	1
25835317	10.1021/acs.jmedchem.5b00270	BT-474	1
25835317	10.1021/acs.jmedchem.5b00270	Glycogen synthase kinase-3 beta	1
25835317	10.1021/acs.jmedchem.5b00270	Focal adhesion kinase 1	1
25835317	10.1021/acs.jmedchem.5b00270	Ramos	1

Data from ChEMBL 36 via Core Engine