Compound Detail

CHEMBL468963

GW779439X

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CN1CCN(c2ccc(Nc3nccc(-c4cnn5ncccc45)n3)cc2C(F)(F)F)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL468963
Name	GW779439X
Phase	Preclinical
Structure Type	MOL
InChI Key	ZOTNSCLLJKXGSD-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

454.5

MW (Da)

3.70

ALogP

HBA

HBD

74.5

PSA (Å²)

0.50

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C22H21F3N8
MW	454.46
Aromatic Rings	4
Heavy Atoms	33
NP-Likeness	-1.60

Activity Summary

IC50 11 meas. best 8.4

Kd 7 meas. best 8.35

EC50 1 meas. best 7.8

Ki 1 meas. best 6.38

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Cyclin-dependent kinase 2 CHEMBL301	IC50	8.4	8.4	4.0	1
CDK4/Cyclin D3 CHEMBL3038472	Kd	8.35	8.35	4.5	1
Glycogen synthase kinase-3 beta CHEMBL262	Kd	8.28	8.28	5.3	1
Cyclin-dependent kinase 4 CHEMBL331	IC50	8.22	8.22	6.0	1
Trypanosoma brucei brucei CHEMBL612851	EC50	7.8	7.8	15.8	1
Glycogen synthase kinase-3 beta CHEMBL262	IC50	7.8	7.8	16.0	1
Serine/threonine-protein kinase PknB CHEMBL1908385	Kd	7.58	7.575	26.0	2
Serine/threonine-protein kinase mTOR CHEMBL2842	Kd	7.36	7.36	44.0	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	Kd	7.2	7.2	63.0	1
Unchecked CHEMBL612545	IC50	6.7	6.7	200.0	1
Serine/threonine-protein kinase PknB CHEMBL1908385	Ki	6.38	6.38	420.0	1
CDK12/Cyclin K CHEMBL4106169	IC50	6.36	6.36	435.0	1
Glucose transporter CHEMBL3431938	IC50	6.25	6.25	561.0	1
Solute carrier family 2, facilitated glucose transporter member 1 CHEMBL2535	IC50	6.24	6.24	580.0	1
Hexose transporter 1 CHEMBL4697	IC50	6.23	6.23	583.0	1
BT-474 CHEMBL614529	IC50	5.95	5.95	1130.0	1
Cyclin-dependent kinase 2/cyclin A CHEMBL2094128	IC50	5.85	5.85	1400.0	1
Serine/threonine-protein kinase PknB CHEMBL1908385	IC50	5.82	5.82	1500.0	1
Aurora kinase A CHEMBL4722	Kd	4.48	4.48	33279.9	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Cyclin-dependent kinase 2	IC50	=	4.0	nM	8.4	Inhibition of human CDK2 by HTRF assay	18835709
CDK4/Cyclin D3	Kd	=	4.5	nM	8.35	Binding affinity to human full length CDK4 (M1 to E303 residues) expressed in ma...	35035774
Glycogen synthase kinase-3 beta	Kd	=	5.3	nM	8.28	Binding affinity to human full length GSK-3 beta (M1 to T433 residues) expressed...	35035774
Cyclin-dependent kinase 4	IC50	=	6.0	nM	8.22	Inhibition of CDK4 by radioactive glutathione plate-binding assay	18835709
Glycogen synthase kinase-3 beta	IC50	=	16.0	nM	7.8	Inhibition of GSK3-beta by scintillation proximity assay	18835709
Trypanosoma brucei brucei	EC50	=	15.85	nM	7.8	Antitrypanosomal activity against Trypanosoma brucei brucei Lister 427 blood str...	31846577
Serine/threonine-protein kinase PknB	Kd	=	26.0	nM	7.58	Binding affinity to Mycobacterium tuberculosis partial length PknB (M1 to G279 r...	35035774
Serine/threonine-protein kinase PknB	Kd	=	27.0	nM	7.57	Binding affinity to Mycobacterium tuberculosis recombinant N-terminal His-tagged...	35035774
Serine/threonine-protein kinase mTOR	Kd	=	44.0	nM	7.36	Binding affinity to human partial length mTOR (L1382 to W2549 residues) expresse...	35035774
Serine/threonine-protein kinase pim-1	Kd	=	63.0	nM	7.2	Binding affinity to human partial length Pim1 (A15 to K313 residues ) expressed ...	35035774
Unchecked	IC50	=	200.0	nM	6.7	Inhibition of methicillin-resistant Staphylococcus aureus Stk1	35035774
Serine/threonine-protein kinase PknB	Ki	=	420.0	nM	6.38	Inhibition of Mycobacterium tuberculosis recombinant PknB (1 to 331 residues) ex...	35035774
CDK12/Cyclin K	IC50	=	435.0	nM	6.36	Inhibition of CDK12/Cyclin K (unknown origin) preincubated for 10 mins followed ...	36827953
Glucose transporter	IC50	=	561.0	nM	6.25	ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes...	-
Solute carrier family 2, facilitated glucose transporter member 1	IC50	=	580.0	nM	6.24	ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes...	-
Hexose transporter 1	IC50	=	583.0	nM	6.23	ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes...	-
BT-474	IC50	=	1130.0	nM	5.95	Cytotoxicity against human BT-474 cells incubated for 48 hrs by CCK-8 reagent mi...	36827953
Cyclin-dependent kinase 2/cyclin A	IC50	=	1400.0	nM	5.85	Inhibition of human Cdk2/Cyclin A using Myelin basic protein as substrate by ATP...	35035774
Serine/threonine-protein kinase PknB	IC50	=	1500.0	nM	5.82	Inhibition of Mycobacterium tuberculosis recombinant PknB (1 to 331 residues) ex...	35035774
Aurora kinase A	Kd	=	33279.93	nM	4.48	Further kinetic evaluation of compounds supplied by Sanofi against AuroraA withi...	-

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
-	10.6019/CHEMBL5058564	Fibroblast	8
-	10.6019/CHEMBL5058564	HEK-293T	8
-	10.6019/CHEMBL5303304	HEK-293T	8
-	10.6019/CHEMBL5058564	U2OS	6
-	10.6019/CHEMBL1961873	Proto-oncogene tyrosine-protein kinase receptor Ret	6
-	10.6019/CHEMBL5303304	Fibroblast	6
-	10.6019/CHEMBL5303304	U2OS	5
-	10.6019/CHEMBL1961873	Cyclin-dependent kinase 2	4
-	10.6019/CHEMBL1961873	Protein kinase C beta type	4
-	10.6019/CHEMBL1961873	Serine/threonine-protein kinase B-raf	4
-	10.6019/CHEMBL1961873	Receptor-type tyrosine-protein kinase FLT3	4
-	10.6019/CHEMBL1961873	Tyrosine-protein kinase Lyn	4
35035774	10.1021/acsmedchemlett.0c00580	Serine/threonine-protein kinase PknB	4
20485427	10.1038/nature09107	Plasmodium falciparum	4
-	10.6019/CHEMBL1961873	Leucine-rich repeat serine/threonine-protein kinase 2	4
-	10.6019/CHEMBL3885741	Aurora kinase A	3

Data from ChEMBL 36 via Core Engine