Compound Detail

CHEMBL4078893

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FC(F)(F)CNc1nc(Nc2ccc(N3CCOCC3)c(Cl)c2)nc2ccoc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4078893
Phase	Preclinical
Structure Type	MOL
InChI Key	WHFIWINTCCNYQZ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

427.8

MW (Da)

4.43

ALogP

HBA

HBD

75.5

PSA (Å²)

0.62

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C18H17ClF3N5O2
MW	427.81
Aromatic Rings	3
Heavy Atoms	29
NP-Likeness	-1.76

Activity Summary

IC50 14 meas. best 7.21

EC50 1 meas. best 6.93

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase SYK CHEMBL2599	IC50	7.21	7.185	61.0	2
Tyrosine-protein kinase SYK CHEMBL2599	EC50	6.93	6.93	117.0	1
Mitogen-activated protein kinase 8 CHEMBL2276	IC50	6.29	6.29	513.0	1
Tyrosine-protein kinase Fyn CHEMBL1841	IC50	5.82	5.82	1510.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	IC50	5.82	5.82	1510.0	1
Mitogen-activated protein kinase kinase kinase kinase 2 CHEMBL5330	IC50	5.8	5.8	1570.0	1
Dual specificity protein kinase TTK CHEMBL3983	IC50	5.74	5.74	1840.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	IC50	5.63	5.63	2320.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	IC50	5.56	5.56	2750.0	1
Insulin receptor CHEMBL1981	IC50	5.46	5.46	3480.0	1
Tyrosine-protein kinase Lck CHEMBL258	IC50	5.43	5.43	3700.0	1
Activated CDC42 kinase 1 CHEMBL4599	IC50	5.4	5.4	4020.0	1
BDNF/NT-3 growth factors receptor CHEMBL4898	IC50	5.08	5.08	8340.0	1
Hepatocyte growth factor-like protein CHEMBL6042	IC50	5.04	5.04	9080.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	1600.0	mL.min-1.kg-1	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase SYK	IC50	=	61.0	nM	7.21	Inhibition of C-terminal His-tagged Syk catalytic domain (356 to 635 residues) (...	27789138
Tyrosine-protein kinase SYK	IC50	=	69.0	nM	7.16	Inhibition of Syk (unknown origin) after 60 mins by TR-FRET assay	27789138
Tyrosine-protein kinase SYK	EC50	=	117.0	nM	6.93	Inhibition of Syk in human Ramos B cells assessed as decrease in intracellular c...	27789138
Mitogen-activated protein kinase 8	IC50	=	513.0	nM	6.29	Inhibition of JNK1 (unknown origin) after 60 mins by TR-FRET assay	27789138
Tyrosine-protein kinase Fyn	IC50	=	1510.0	nM	5.82	Inhibition of Fyn (unknown origin) after 60 mins by TR-FRET assay	27789138
Proto-oncogene tyrosine-protein kinase receptor Ret	IC50	=	1510.0	nM	5.82	Inhibition of RET (unknown origin) after 60 mins by TR-FRET assay	27789138
Mitogen-activated protein kinase kinase kinase kinase 2	IC50	=	1570.0	nM	5.8	Inhibition of MAP4K2 (unknown origin) after 60 mins by TR-FRET assay	27789138
Dual specificity protein kinase TTK	IC50	=	1840.0	nM	5.74	Inhibition of TTK (unknown origin) after 60 mins by TR-FRET assay	27789138
Tyrosine-protein kinase JAK2	IC50	=	2320.0	nM	5.63	Inhibition of JAK2 (unknown origin) after 60 mins by TR-FRET assay	27789138
Tyrosine-protein kinase ABL1	IC50	=	2750.0	nM	5.56	Inhibition of ABL (unknown origin) after 60 mins by TR-FRET assay	27789138
Insulin receptor	IC50	=	3480.0	nM	5.46	Inhibition of INSR (unknown origin) after 60 mins by TR-FRET assay	27789138
Tyrosine-protein kinase Lck	IC50	=	3700.0	nM	5.43	Inhibition of Lck (unknown origin) after 60 mins by TR-FRET assay	27789138
Activated CDC42 kinase 1	IC50	=	4020.0	nM	5.4	Inhibition of TNK2 (unknown origin) after 60 mins by TR-FRET assay	27789138
BDNF/NT-3 growth factors receptor	IC50	=	8340.0	nM	5.08	Inhibition of TrkB (unknown origin) after 60 mins by TR-FRET assay	27789138
Hepatocyte growth factor-like protein	IC50	=	9080.0	nM	5.04	Inhibition of MST1 (unknown origin) after 60 mins by TR-FRET assay	27789138

Literature References

PubMed	DOI	Target Context	# Activities
27789138	10.1016/j.bmcl.2016.09.077	Tyrosine-protein kinase SYK	3
27789138	10.1016/j.bmcl.2016.09.077	Calcium/calmodulin-dependent protein kinase type II subunit alpha	1
27789138	10.1016/j.bmcl.2016.09.077	Death-associated protein kinase 3	1
27789138	10.1016/j.bmcl.2016.09.077	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	1
27789138	10.1016/j.bmcl.2016.09.077	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	1
27789138	10.1016/j.bmcl.2016.09.077	Macrophage colony-stimulating factor 1 receptor	1
27789138	10.1016/j.bmcl.2016.09.077	Hepatocyte growth factor receptor	1
27789138	10.1016/j.bmcl.2016.09.077	Dual specificity protein kinase CLK2	1
27789138	10.1016/j.bmcl.2016.09.077	Casein kinase I isoform alpha	1
27789138	10.1016/j.bmcl.2016.09.077	Cyclin-dependent kinase 9	1
27789138	10.1016/j.bmcl.2016.09.077	Cyclin-dependent kinase 8	1
27789138	10.1016/j.bmcl.2016.09.077	Cyclin-dependent kinase 7	1
27789138	10.1016/j.bmcl.2016.09.077	Calcium/calmodulin-dependent protein kinase type 1D	1
27789138	10.1016/j.bmcl.2016.09.077	Tyrosine-protein kinase BTK	1
27789138	10.1016/j.bmcl.2016.09.077	Aurora kinase B	1
27789138	10.1016/j.bmcl.2016.09.077	Aurora kinase A	1
27789138	10.1016/j.bmcl.2016.09.077	AMP-activated protein kinase, AMPK	1
27789138	10.1016/j.bmcl.2016.09.077	ALK tyrosine kinase receptor	1
27789138	10.1016/j.bmcl.2016.09.077	Activin receptor type-1	1
27789138	10.1016/j.bmcl.2016.09.077	Tyrosine-protein kinase ABL1	1

Data from ChEMBL 36 via Core Engine