Compound Detail

CHEMBL3544966

GSK-1059615

Phase I

Enter ChEMBL ID:

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

Research home View demo workspace

Phase I

O=C1NC(=O)/C(=C/c2ccc3nccc(-c4ccncc4)c3c2)S1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3544966
Name	GSK-1059615
Phase	Phase I
Structure Type	MOL
InChI Key	QDITZBLZQQZVEE-YBEGLDIGSA-N

Known Names

Gsk-1059615 GSK-615 GSK1059615 GSK615

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

333.4

MW (Da)

3.62

ALogP

HBA

HBD

72.0

PSA (Å²)

0.73

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

Extended Properties

Molecular Formula	C18H11N3O2S
MW	333.37
Aromatic Rings	3
Heavy Atoms	24
NP-Likeness	-0.97

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
PI3-kinase class I inhibitor	INHIBITOR	PI3-kinase class I	✓	✓

Indications

Neoplasms

Activity Summary

Kd 23 meas. best 9.4

IC50 9 meas. best 9.4

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity protein kinase CLK2 CHEMBL4225	Kd	9.4	9.4	0.4	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	IC50	9.4	9.1667	0.4	3
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	IC50	9.22	9.22	0.6	2
Serine/threonine-protein kinase TAO1 CHEMBL5261	Kd	8.7	8.7	2.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform CHEMBL3130	IC50	8.7	8.7	2.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	IC50	8.3	8.3	5.0	1
Serine/threonine-protein kinase mTOR CHEMBL2842	IC50	7.92	7.92	12.0	1
Casein kinase II subunit alpha' CHEMBL4070	Kd	7.77	7.77	17.0	1
Unchecked CHEMBL612545	Kd	7.7	7.7	20.0	1
Dual specificity protein kinase CLK1 CHEMBL4224	Kd	7.6	7.6	25.0	1
AP2-associated protein kinase 1 CHEMBL3830	Kd	7.46	7.46	35.0	1
Unchecked CHEMBL612545	IC50	7.4	7.4	40.0	1
EKC/KEOPS complex subunit TP53RK CHEMBL1938223	Kd	7.24	7.24	58.0	1
Uncharacterized protein FLJ45252 CHEMBL4105933	Kd	7.11	7.11	78.0	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	Kd	6.69	6.69	205.0	1
Serine/threonine-protein kinase 10 CHEMBL3981	Kd	6.5	6.5	317.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Kd	6.5	6.5	314.0	1
Phosphatidylinositol 5-phosphate 4-kinase type-2 gamma CHEMBL1770034	Kd	6.48	6.48	331.0	1
BMP-2-inducible protein kinase CHEMBL4522	Kd	6.4	6.4	402.0	1
Ribosomal protein S6 kinase alpha-4 CHEMBL3125	Kd	6.3	6.3	499.0	1
Casein kinase I isoform gamma-2 CHEMBL2543	Kd	6.01	6.01	968.0	1
Casein kinase I isoform gamma-3 CHEMBL5084	Kd	5.54	5.54	2861.0	1
STE20-like serine/threonine-protein kinase CHEMBL4202	Kd	5.37	5.37	4315.0	1
Dual specificity mitogen-activated protein kinase kinase 2 CHEMBL2964	Kd	5.28	5.28	5248.0	1
Cyclin-G-associated kinase CHEMBL4355	Kd	5.13	5.13	7442.0	1
Interleukin-1 receptor-associated kinase 3 CHEMBL5081	Kd	5.06	5.06	8673.0	1
Casein kinase I isoform gamma-1 CHEMBL2426	Kd	4.76	4.76	17463.0	1
Dual specificity mitogen-activated protein kinase kinase 1 CHEMBL3587	Kd	4.73	4.73	18457.0	1
Casein kinase I isoform delta CHEMBL2828	Kd	4.67	4.67	21528.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	0.4	nM	9.4	Inhibition of PI3Kalpha (unknown origin)	38183777
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	0.4	nM	9.4	Inhibition of P13Kalpha (unknown origin)	36462440
Dual specificity protein kinase CLK2	Kd	=	0.4	nM	9.4	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	IC50	=	0.6	nM	9.22	Inhibition of PI3Kbeta (unknown origin) using biotin-PIP3 as substrate preincuba...	38183777
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	IC50	=	0.6	nM	9.22	Inhibition of P13Kbeta (unknown origin)	36462440
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	IC50	=	2.0	nM	8.7	Inhibition of P13Kdelta (unknown origin)	36462440
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	2.0	nM	8.7	Inhibition of PI3Kalpha (unknown origin) using PIP2 as substrate preincubated fo...	24900173
Serine/threonine-protein kinase TAO1	Kd	=	2.0	nM	8.7	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	5.0	nM	8.3	Inhibition of P13Kgamma (unknown origin)	36462440
Serine/threonine-protein kinase mTOR	IC50	=	12.0	nM	7.92	Inhibition of mTOR (unknown origin)	36462440
Casein kinase II subunit alpha'	Kd	=	17.0	nM	7.77	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Unchecked	Kd	=	20.0	nM	7.7	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Dual specificity protein kinase CLK1	Kd	=	25.0	nM	7.6	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
AP2-associated protein kinase 1	Kd	=	35.0	nM	7.46	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Unchecked	IC50	=	40.0	nM	7.4	Inhibition of Akt phosphorylation at S473 residue (unknown origin) by cell based...	24900173
EKC/KEOPS complex subunit TP53RK	Kd	=	58.0	nM	7.24	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Uncharacterized protein FLJ45252	Kd	=	78.0	nM	7.11	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Serine/threonine-protein kinase pim-1	Kd	=	205.0	nM	6.69	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Kd	=	314.0	nM	6.5	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Serine/threonine-protein kinase 10	Kd	=	317.0	nM	6.5	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878

Literature References

PubMed	DOI	Target Context	# Activities
29191878	10.1126/science.aan4368	Unchecked	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
29191878	10.1126/science.aan4368	Activin receptor type-1B	1
29191878	10.1126/science.aan4368	RAC-gamma serine/threonine-protein kinase	1
29191878	10.1126/science.aan4368	RAC-beta serine/threonine-protein kinase	1
29191878	10.1126/science.aan4368	Beta-adrenergic receptor kinase 1	1
29191878	10.1126/science.aan4368	Uncharacterized aarF domain-containing protein kinase 5	1
29191878	10.1126/science.aan4368	Atypical kinase COQ8A, mitochondrial	1
29191878	10.1126/science.aan4368	AarF domain-containing protein kinase 1	1
29191878	10.1126/science.aan4368	Activin receptor type-2B	1
29191878	10.1126/science.aan4368	AP2-associated protein kinase 1	1
24900173	10.1021/ml900028r	Unchecked	1
29191878	10.1126/science.aan4368	Actin-related protein 3	1
29191878	10.1126/science.aan4368	Actin-related protein 2	1
29191878	10.1126/science.aan4368	Peroxisomal acyl-coenzyme A oxidase 3	1
29191878	10.1126/science.aan4368	Peroxisomal acyl-coenzyme A oxidase 1	1
29191878	10.1126/science.aan4368	Very long-chain specific acyl-CoA dehydrogenase, mitochondrial	1
29191878	10.1126/science.aan4368	Acyl-CoA dehydrogenase family member 11	1
29191878	10.1126/science.aan4368	Tyrosine-protein kinase ABL2	1

Data from ChEMBL 36 via Core Engine