Compound Detail

CHEMBL247228

GW770249X

Enter ChEMBL ID:

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

Nc1ncnc2occ(-c3ccc(NC(=O)Nc4cc(C(F)(F)F)ccc4F)cc3)c12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL247228
Name	GW770249X
Phase	Preclinical
Structure Type	MOL
InChI Key	KNDPXYAMINMLED-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

431.4

MW (Da)

5.27

ALogP

HBA

HBD

106.1

PSA (Å²)

0.38

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H13F4N5O2
MW	431.35
Aromatic Rings	4
Heavy Atoms	31
NP-Likeness	-1.44

Activity Summary

IC50 22 meas. best 8.59

EC50 1 meas. best 6.3

Ki 1 meas. best 8.69

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Receptor-interacting serine/threonine-protein kinase 1 CHEMBL5464	Ki	8.69	8.69	2.0	1
HUVEC CHEMBL613979	IC50	8.59	8.59	2.6	1
Cdk-related protein kinase 6 CHEMBL3301558	IC50	8.28	8.28	5.3	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	IC50	8.12	8.12	7.6	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	IC50	8.11	8.09	7.8	2
Receptor-interacting serine/threonine-protein kinase 1 CHEMBL5464	IC50	7.89	7.395	13.0	4
Angiopoietin-1 receptor CHEMBL4128	IC50	7.87	7.805	13.5	2
Platelet-derived growth factor receptor CHEMBL2095189	IC50	7.56	7.56	27.5	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	IC50	7.41	7.41	38.9	1
U-937 CHEMBL612794	IC50	6.6	6.6	250.0	1
HT-29 CHEMBL384	IC50	6.52	5.905	300.0	2
Plasmodium falciparum CHEMBL364	EC50	6.3	6.3	500.0	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	6.27	6.27	537.0	1
Glycogen synthase kinase-3 CHEMBL2095188	IC50	5.66	5.66	2187.8	1
HFF CHEMBL614071	IC50	5.6	5.6	2506.0	1
Epidermal growth factor receptor CHEMBL203	IC50	5.0	5.0	10000.0	1
RAC-gamma serine/threonine-protein kinase CHEMBL4816	IC50	4.76	4.76	17378.0	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	4.75	4.75	17782.8	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	20016.67	ng.hr.mL-1	Mus musculus
AUC	1867040000.0	ng.hr.mL-1	Mus musculus
AUC	14000.0	ng.hr.mL-1	Mus musculus
Cmax	6315.06	nM	Mus musculus
Cmax	2550.13	nM	Mus musculus
Fu	0.0004	-	Mus musculus
T1/2	0.1333	hr	Homo sapiens
Tmax	2.0	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Receptor-interacting serine/threonine-protein kinase 1	Ki	=	2.042	nM	8.69	Inhibition of fluorescent-labeled 3-(3-((3-(4-amino-5-(4-(3-(2-fluoro-5-(trifluo...	29485864
HUVEC	IC50	=	2.6	nM	8.59	Growth inhibition of VEGF-stimulated human HUVEC cells	17276055
Cdk-related protein kinase 6	IC50	=	5.3	nM	8.28	Inhibition of plasmodium falciparum PK6 incubated for 2 hrs by luciferin-based l...	36736152
Vascular endothelial growth factor receptor 3	IC50	=	7.586	nM	8.12	Inhibition of human VGFR3	17276055
Vascular endothelial growth factor receptor 1	IC50	=	7.762	nM	8.11	Inhibition of human VEGFR2 by HTRF method	17276055
Vascular endothelial growth factor receptor 1	IC50	=	8.511	nM	8.07	Inhibition of human VEGFR1	17276055
Receptor-interacting serine/threonine-protein kinase 1	IC50	=	13.0	nM	7.89	Inhibition of human N-terminal His-GST-TEV-fused RIP1 kinase domain (1 to 375) a...	24900635
Receptor-interacting serine/threonine-protein kinase 1	IC50	=	13.0	nM	7.89	Inhibition of RIP1 (unknown origin) in ADP-glo assay	36346971
Angiopoietin-1 receptor	IC50	=	13.49	nM	7.87	Inhibition of human Tie2 by HTRF method	17276055
Angiopoietin-1 receptor	IC50	=	18.3	nM	7.74	Inhibition of c-fms/Tie2 chimeric receptor transfected in 3T3 cell assessed as a...	17276055
Platelet-derived growth factor receptor	IC50	=	27.54	nM	7.56	Inhibition of human PDGFR	17276055
Macrophage colony-stimulating factor 1 receptor	IC50	=	38.9	nM	7.41	Inhibition of human cFMS	17276055
Receptor-interacting serine/threonine-protein kinase 1	IC50	=	63.0	nM	7.2	Displacement of (14-(2-{[3-({2-{[4-(cyanomethyl)phenyl]amino}-6-[(5-cyclopropyl-...	24900635
Receptor-interacting serine/threonine-protein kinase 1	IC50	=	250.0	nM	6.6	Inhibition of RIP1 in human U937 cells assessed as prevention of TNFalpha/zVAD.f...	24900635
U-937	IC50	=	250.0	nM	6.6	Anti-necrotic activity in human U-937 cells	36346971
HT-29	IC50	=	300.0	nM	6.52	Induction of necroptosis in human HT-29 cells assessed as increase in TNFalpha/A...	29485864
Plasmodium falciparum	EC50	=	500.0	nM	6.3	Antimalarial activity against blood stage Plasmodium falciparum 3D7 assessed as ...	36736152
Proto-oncogene tyrosine-protein kinase Src	IC50	=	537.03	nM	6.27	Inhibition of human SRC	17276055
Glycogen synthase kinase-3	IC50	=	2187.76	nM	5.66	Inhibition of human GSK3	17276055
HFF	IC50	=	2506.0	nM	5.6	Cytotoxicity against human HFF cells after 3 days	17276055

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL1961873	Tyrosine-protein kinase ABL1	14
-	10.6019/CHEMBL1961873	Epidermal growth factor receptor	10
-	10.6019/CHEMBL1961873	Platelet-derived growth factor receptor alpha	8
-	10.6019/CHEMBL1961873	Mast/stem cell growth factor receptor Kit	8
24900635	10.1021/ml400382p	Mus musculus	6
-	10.6019/CHEMBL1961873	Proto-oncogene tyrosine-protein kinase receptor Ret	6
17276055	10.1016/j.bmcl.2006.12.077	HT-29	6
24900635	10.1021/ml400382p	Receptor-interacting serine/threonine-protein kinase 1	5
29485864	10.1021/acs.jmedchem.7b01647	Receptor-interacting serine/threonine-protein kinase 1	4
-	10.6019/CHEMBL1961873	Protein kinase C beta type	4
17276055	10.1016/j.bmcl.2006.12.077	Mus musculus	4
-	10.6019/CHEMBL1961873	Cyclin-dependent kinase 2	4
-	10.6019/CHEMBL1961873	Serine/threonine-protein kinase B-raf	4
-	10.6019/CHEMBL1961873	Leucine-rich repeat serine/threonine-protein kinase 2	4
-	10.6019/CHEMBL1961873	Tyrosine-protein kinase Lyn	4
-	10.6019/CHEMBL1961873	Receptor-type tyrosine-protein kinase FLT3	4
-	10.6019/CHEMBL1961873	Protein kinase C gamma type	2
-	10.6019/CHEMBL1961873	RAC-alpha serine/threonine-protein kinase	2
-	10.6019/CHEMBL1961873	Protein kinase C eta type	2
17276055	10.1016/j.bmcl.2006.12.077	Vascular endothelial growth factor receptor 1	2

Data from ChEMBL 36 via Core Engine