Compound Detail

CHEMBL91829

RUBOXISTAURIN

🧪 Phase III

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🧪 Phase III

CN(C)C[C@@H]1CCn2cc(c3ccccc32)C2=C(C(=O)NC2=O)c2cn(c3ccccc23)CCO1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL91829
Name	RUBOXISTAURIN
Phase	Phase III
Structure Type	MOL
InChI Key	ZCBUQCWBWNUWSU-SFHVURJKSA-N

Known Names

Arxxant Ly-333531 Ruboxistaurin Ruboxistaurina Ruboxistaurine

125

Targets

273

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

468.6

MW (Da)

3.51

ALogP

HBA

HBD

68.5

PSA (Å²)

0.46

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula	C28H28N4O3
MW	468.56
Aromatic Rings	4
Heavy Atoms	35
NP-Likeness	-0.11

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Protein kinase C beta inhibitor	INHIBITOR	Protein kinase C beta type	✓	✓

Indications

Diabetes Mellitus, Type 1 Diabetic Neuropathies Diabetic Retinopathy Diabetes Mellitus Diabetes Mellitus, Type 2 Heart Failure

Activity Summary

Kd 235 meas. best 8.6

IC50 37 meas. best 8.33

EC50 1 meas. best 6.68

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Protein kinase C theta type CHEMBL3920	Kd	8.6	8.6	2.5	2
Protein kinase C delta type CHEMBL2996	Kd	8.44	8.0167	3.6	3
Protein kinase C beta type CHEMBL3045	IC50	8.33	7.1167	4.7	15
Protein kinase C epsilon type CHEMBL3582	Kd	7.96	7.96	11.0	2
Serine/threonine-protein kinase pim-3 CHEMBL5407	Kd	7.92	7.92	12.0	2
Protein kinase C alpha type CHEMBL299	Kd	7.64	7.64	23.0	1
Mitogen-activated protein kinase kinase kinase 19 CHEMBL6191	Kd	7.32	7.32	48.0	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	Kd	7.3	6.624	50.0	5
Protein kinase C eta type CHEMBL3616	IC50	7.28	7.28	52.0	1
Homeodomain-interacting protein kinase 3 CHEMBL4577	Kd	7.11	7.11	77.0	1
Mitogen-activated protein kinase 15 CHEMBL5198	Kd	7.06	7.06	88.0	2
Serine/threonine-protein kinase 3 CHEMBL4310	Kd	7.05	7.05	90.0	1
Serine/threonine-protein kinase TAO3 CHEMBL5701	Kd	7.01	7.01	97.0	1
Homeodomain-interacting protein kinase 4 CHEMBL1075167	IC50	7.0	7.0	100.0	1
Homeodomain-interacting protein kinase 2 CHEMBL4576	IC50	7.0	7.0	100.0	1
Homeodomain-interacting protein kinase 3 CHEMBL4577	IC50	7.0	7.0	100.0	1
Homeodomain-interacting protein kinase 1 CHEMBL5427	IC50	7.0	7.0	100.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Kd	6.89	6.3569	130.0	13
Serine/threonine-protein kinase pim-2 CHEMBL4523	Kd	6.89	6.33	130.0	4
Homeodomain-interacting protein kinase 2 CHEMBL4576	Kd	6.85	6.85	140.0	1
Mitogen-activated protein kinase kinase kinase 3 CHEMBL5970	Kd	6.77	6.77	170.0	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	IC50	6.7	6.7	200.0	2
Protein kinase C beta type CHEMBL3045	Kd	6.7	6.7	198.0	1
Ribosomal protein S6 kinase beta-1 CHEMBL4501	Kd	6.68	6.68	210.0	1
Unchecked CHEMBL612545	EC50	6.68	6.68	210.0	1
Serine/threonine-protein kinase 4 CHEMBL4598	Kd	6.66	6.66	220.0	1
Homeodomain-interacting protein kinase 1 CHEMBL5427	Kd	6.64	6.64	230.0	1
Serine/threonine-protein kinase ICK CHEMBL1163126	Kd	6.62	6.62	240.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Kd	6.6	6.28	250.0	2
Protein kinase C delta type CHEMBL2996	IC50	6.6	6.6	250.0	1
Ribosomal protein S6 kinase alpha-6 CHEMBL4924	Kd	6.56	5.9467	276.0	3
Cyclin-dependent kinase 4 CHEMBL331	Kd	6.55	6.55	280.0	2
Ribosomal protein S6 kinase alpha-2 CHEMBL3906	Kd	6.55	6.3067	280.0	3
Serine/threonine-protein kinase 10 CHEMBL3981	Kd	6.55	6.1525	280.0	4
Myotonin-protein kinase CHEMBL5320	Kd	6.55	6.55	280.0	2
Myosin light chain kinase, smooth muscle CHEMBL2428	Kd	6.54	6.54	290.0	2
Mitogen-activated protein kinase kinase kinase kinase 2 CHEMBL5330	Kd	6.54	6.54	290.0	1
Protein kinase C gamma type CHEMBL2938	IC50	6.52	6.52	300.0	3
Rhodopsin kinase GRK7 CHEMBL1075133	Kd	6.51	6.51	310.0	1
Misshapen-like kinase 1 CHEMBL5518	Kd	6.51	6.51	310.0	1
Protein kinase C (PKC) CHEMBL2094266	IC50	6.5	6.5	320.0	1
NUAK family SNF1-like kinase 2 CHEMBL5698	Kd	6.5	6.5	320.0	2
Serine/threonine-protein kinase N1 CHEMBL3384	Kd	6.46	6.46	350.0	2
Protein kinase C alpha type CHEMBL299	IC50	6.44	6.44	360.0	4
Serine/threonine-protein kinase PLK4 CHEMBL3788	Kd	6.43	5.6967	370.0	3
Mast/stem cell growth factor receptor Kit CHEMBL1936	Kd	6.42	5.7425	380.0	8
Ribosomal protein S6 kinase alpha-1 CHEMBL2553	Kd	6.4	5.8133	400.0	3
STE20-like serine/threonine-protein kinase CHEMBL4202	Kd	6.4	6.1175	400.0	4
Unchecked CHEMBL612545	Kd	6.39	6.39	410.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	Kd	6.38	6.15	420.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Protein kinase C theta type	Kd	=	2.5	nM	8.6	Binding constant for PRKCQ kinase domain	22037378
Protein kinase C theta type	Kd	=	2.5	nM	8.6	Binding constant for PRKCQ kinase domain	18183025
Protein kinase C delta type	Kd	=	3.6	nM	8.44	Binding constant for PRKCD kinase domain	22037378
Protein kinase C delta type	Kd	=	3.6	nM	8.44	Binding constant for PRKCD kinase domain	18183025
Protein kinase C beta type	IC50	=	4.7	nM	8.33	Inhibition of Protein kinase C beta 1	8709095
Protein kinase C beta type	IC50	=	4.7	nM	8.33	Inhibitory concentration against recombinant human Protein kinase C beta 1	15380221
Protein kinase C beta type	IC50	=	4.7	nM	8.33	Inhibition of DAG-activated human PKCbeta1 after 10 mins in presence of [32P]ATP...	30026041
Protein kinase C beta type	IC50	=	4.7	nM	8.33	Inhibition of PKCbeta1 (unknown origin) by IMAP kinase assay	35167283
Protein kinase C beta type	IC50	=	5.9	nM	8.23	Inhibition of Protein kinase C beta 2	8709095
Protein kinase C beta type	IC50	=	5.9	nM	8.23	Inhibitory concentration against recombinant human Protein kinase C beta 2	15380221
Protein kinase C beta type	IC50	=	5.9	nM	8.23	Inhibition of DAG-activated human PKCbeta2 after 10 mins in presence of [32P]ATP...	30026041
Protein kinase C beta type	IC50	=	5.9	nM	8.23	Inhibition of PKCbeta2 (unknown origin) by IMAP kinase assay	35167283
Protein kinase C beta type	IC50	=	6.0	nM	8.22	Inhibition of Protein kinase C beta 2	12954055
Protein kinase C epsilon type	Kd	=	11.0	nM	7.96	Binding constant for PRKCE kinase domain	22037378
Protein kinase C epsilon type	Kd	=	11.0	nM	7.96	Binding constant for PRKCE kinase domain	18183025
Serine/threonine-protein kinase pim-3	Kd	=	12.0	nM	7.92	Binding constant for PIM3 kinase domain	18183025
Serine/threonine-protein kinase pim-3	Kd	=	12.0	nM	7.92	Binding constant for PIM3 kinase domain	22037378
Protein kinase C alpha type	Kd	=	23.0	nM	7.64	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Mitogen-activated protein kinase kinase kinase 19	Kd	=	48.0	nM	7.32	Binding constant for YSK4 kinase domain	22037378
Serine/threonine-protein kinase pim-1	Kd	=	50.0	nM	7.3	Competitive binding affinity to PIM1 in presence of ATP	22924342

Literature References

PubMed	DOI	Target Context	# Activities
22037378	10.1038/nbt.1990	Tyrosine-protein kinase ABL1	15
22037378	10.1038/nbt.1990	Epidermal growth factor receptor	12
18183025	10.1038/nbt1358	Epidermal growth factor receptor	10
22037378	10.1038/nbt.1990	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	10
26254279	10.18632/oncotarget.4214	Protein kinase C beta type	9
23305709	10.1124/dmd.112.048488	ADMET	9
22037378	10.1038/nbt.1990	Mast/stem cell growth factor receptor Kit	8
18183025	10.1038/nbt1358	Tyrosine-protein kinase ABL1	7
22037378	10.1038/nbt.1990	Receptor-type tyrosine-protein kinase FLT3	7
15711537	10.1038/nbt1068	Tyrosine-protein kinase ABL1	7
18183025	10.1038/nbt1358	Receptor-type tyrosine-protein kinase FLT3	5
8709095	10.1021/jm950588y	Unchecked	5
18183025	10.1038/nbt1358	Mast/stem cell growth factor receptor Kit	5
29191878	10.1126/science.aan4368	Unchecked	5
22037378	10.1038/nbt.1990	Proto-oncogene tyrosine-protein kinase receptor Ret	4
22037378	10.1038/nbt.1990	Hepatocyte growth factor receptor	3
18183025	10.1038/nbt1358	Myosin light chain kinase, smooth muscle	2
18183025	10.1038/nbt1358	Ribosomal protein S6 kinase alpha-1	2
18183025	10.1038/nbt1358	Proto-oncogene tyrosine-protein kinase receptor Ret	2
8709095	10.1021/jm950588y	Protein kinase C beta type	2

Data from ChEMBL 36 via Core Engine