Compound Detail

CHEMBL300138

ENZASTAURIN

🧪 Phase III

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🧪 Phase III

Cn1cc(C2=C(c3cn(C4CCN(Cc5ccccn5)CC4)c4ccccc34)C(=O)NC2=O)c2ccccc21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL300138
Name	ENZASTAURIN
Phase	Phase III
Structure Type	MOL
InChI Key	AXRCEOKUDYDWLF-UHFFFAOYSA-N

Known Names

DB-102 DB102 Enzastaurin Enzastaurina Enzastaurine Kinenza Ly-317615 LY317615

Targets

118

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

515.6

MW (Da)

4.93

ALogP

HBA

HBD

72.2

PSA (Å²)

0.34

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

USAN Year

2000

Extended Properties

Molecular Formula	C32H29N5O2
MW	515.62
Aromatic Rings	5
Heavy Atoms	39
NP-Likeness	-0.79

Mechanism of Action

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

Indications

Ehlers-Danlos Syndrome Glioblastoma Lymphoma, Non-Hodgkin Breast Neoplasms Carcinoma, Non-Small-Cell Lung Carcinoma, Renal Cell Colorectal Neoplasms Colorectal Neoplasms Fallopian Tube Neoplasms Glioma Lung Neoplasms Lymphoma Lymphoma, Follicular Lymphoma, Follicular Lymphoma, Large B-Cell, Diffuse Lymphoma, Mantle-Cell Lymphoma, T-Cell, Cutaneous Multiple Myeloma Neoplasms Neoplasms

Activity Summary

Kd 96 meas. best 8.08

IC50 22 meas. best 8.22

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Protein kinase C beta type CHEMBL3045	IC50	8.22	7.94	6.0	5
Glycogen synthase kinase-3 beta CHEMBL262	Kd	8.08	7.6267	8.3	3
Protein kinase C epsilon type CHEMBL3582	Kd	8.05	8.05	8.9	1
Protein kinase C delta type CHEMBL2996	Kd	7.6	6.9333	25.0	3
Ribosomal protein S6 kinase alpha-6 CHEMBL4924	Kd	7.6	7.6	25.0	2
Protein kinase C theta type CHEMBL3920	Kd	7.44	7.44	36.0	2
Protein kinase C alpha type CHEMBL299	IC50	7.41	6.9733	39.0	3
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Kd	7.4	6.891	40.0	10
Protein kinase C eta type CHEMBL3616	Kd	7.34	7.34	46.0	2
Mitogen-activated protein kinase 15 CHEMBL5198	Kd	7.12	7.12	76.0	2
Protein kinase C gamma type CHEMBL2938	IC50	7.08	6.62	83.0	3
Ribosomal protein S6 kinase alpha-3 CHEMBL2345	Kd	7.06	7.06	87.0	2
Protein kinase C epsilon type CHEMBL3582	IC50	6.96	6.8133	110.0	3
Dual specificity tyrosine-phosphorylation-regulated kinase 1A CHEMBL2292	Kd	6.8	6.8	160.0	1
cGMP-dependent protein kinase 2 CHEMBL2896	Kd	6.77	6.77	170.0	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	Kd	6.7	6.7	200.0	1
Ribosomal protein S6 kinase alpha-2 CHEMBL3906	Kd	6.66	6.66	220.0	1
Myosin light chain kinase family member 4 CHEMBL5426	Kd	6.64	6.64	230.0	1
Glycogen synthase kinase-3 alpha CHEMBL2850	Kd	6.61	6.61	246.0	1
cAMP-dependent protein kinase catalytic subunit alpha CHEMBL4101	Kd	6.48	6.48	330.0	1
Ribosomal protein S6 kinase alpha-5 CHEMBL4237	Kd	6.43	6.43	370.0	1
Protein kinase C eta type CHEMBL3616	IC50	6.4	6.4	400.0	1
Dual specificity protein kinase CLK2 CHEMBL4225	Kd	6.37	6.37	430.0	1
Dual specificity protein kinase CLK1 CHEMBL4224	Kd	6.29	6.29	510.0	1
Serine/threonine-protein kinase tousled-like 1 CHEMBL5388	Kd	6.29	6.29	510.0	1
Protein kinase C alpha type CHEMBL299	Kd	6.28	6.28	524.0	1
cAMP-dependent protein kinase catalytic subunit beta CHEMBL2918	Kd	6.23	6.23	590.0	1
Serine/threonine-protein kinase ICK CHEMBL1163126	Kd	6.17	6.17	680.0	1
Protein kinase C (PKC) CHEMBL2094266	IC50	6.16	6.16	700.0	1
Homeodomain-interacting protein kinase 2 CHEMBL4576	Kd	6.14	6.14	720.0	1
Serine/threonine-protein kinase 17A CHEMBL4525	Kd	6.12	6.12	760.0	1
Serine/threonine-protein kinase pim-2 CHEMBL4523	Kd	6.06	6.06	870.0	1
Protein kinase C delta type CHEMBL2996	IC50	6.0	6.0	1000.0	1
RAC-gamma serine/threonine-protein kinase CHEMBL4816	Kd	6.0	6.0	1000.0	1
Homeodomain-interacting protein kinase 1 CHEMBL5427	Kd	6.0	6.0	1000.0	1
Dual specificity tyrosine-phosphorylation-regulated kinase 1B CHEMBL5543	Kd	6.0	6.0	1000.0	1
Serine/threonine-protein kinase pim-3 CHEMBL5407	Kd	5.96	5.96	1100.0	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	Kd	5.96	5.62	1100.0	2
Cyclin-dependent kinase 3 CHEMBL4442	Kd	5.96	5.96	1100.0	1
cGMP-dependent protein kinase 1 CHEMBL4273	Kd	5.96	5.96	1100.0	1
Homeodomain-interacting protein kinase 4 CHEMBL1075167	Kd	5.92	5.92	1200.0	1
Cyclin-dependent kinase 9 CHEMBL3116	Kd	5.89	5.89	1300.0	1
Rhodopsin kinase GRK7 CHEMBL1075133	Kd	5.89	5.89	1300.0	1
Unchecked CHEMBL612545	IC50	5.88	5.88	1330.0	1
Serine/threonine-protein kinase tousled-like 2 CHEMBL5404	Kd	5.85	5.85	1400.0	1
Cyclin-dependent kinase 14 CHEMBL6162	Kd	5.82	5.82	1500.0	1
Mitogen-activated protein kinase kinase kinase 19 CHEMBL6191	Kd	5.8	5.8	1600.0	1
Dual specificity protein kinase CLK4 CHEMBL4203	Kd	5.8	5.8	1600.0	1
Ribosomal protein S6 kinase alpha-1 CHEMBL2553	Kd	5.8	5.8	1600.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	Kd	5.77	5.77	1700.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	6.0	uL.min-1.(10^6cells)-1	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Protein kinase C beta type	IC50	=	6.0	nM	8.22	Inhibition of PKbeta (unknown origin)	35167283
Protein kinase C beta type	IC50	=	6.0	nM	8.22	Affinity Biochemical interaction (Filter-binding assays) EUB0000154b PRKCB	-
Protein kinase C beta type	IC50	=	6.0	nM	8.22	Inhibition of PKCbeta (unknown origin)	30026041
Glycogen synthase kinase-3 beta	Kd	=	8.3	nM	8.08	Selectivity interaction (KinomeScan (DiscoverX, competition-binding assay)) EUB0...	-
Glycogen synthase kinase-3 beta	Kd	=	8.3	nM	8.08	Binding constant for GSK3B kinase domain	22037378
Protein kinase C epsilon type	Kd	=	8.9	nM	8.05	Binding constant for PRKCE kinase domain	22037378
Protein kinase C delta type	Kd	=	25.0	nM	7.6	Binding constant for PRKCD kinase domain	22037378
Ribosomal protein S6 kinase alpha-6	Kd	=	25.0	nM	7.6	Selectivity interaction (KinomeScan (DiscoverX, competition-binding assay)) EUB0...	-
Protein kinase C delta type	Kd	=	25.0	nM	7.6	Selectivity interaction (KinomeScan (DiscoverX, competition-binding assay)) EUB0...	-
Ribosomal protein S6 kinase alpha-6	Kd	=	25.0	nM	7.6	Binding constant for RSK4(Kin.Dom.1-N-terminal) kinase domain	22037378
Protein kinase C beta type	IC50	=	30.0	nM	7.52	Inhibition of Protein kinase C beta 2	12749884
Protein kinase C beta type	IC50	=	30.0	nM	7.52	Inhibition of Protein kinase C beta 1	12749884
Protein kinase C theta type	Kd	=	36.0	nM	7.44	Binding constant for PRKCQ kinase domain	22037378
Protein kinase C theta type	Kd	=	36.0	nM	7.44	Selectivity interaction (KinomeScan (DiscoverX, competition-binding assay)) EUB0...	-
Protein kinase C alpha type	IC50	=	39.0	nM	7.41	Inhibition of PKCalpha (unknown origin)	30026041
Protein kinase C alpha type	IC50	=	39.0	nM	7.41	Affinity Biochemical interaction (Filter-binding assays) EUB0000154b PRKCA	-
Receptor-type tyrosine-protein kinase FLT3	Kd	=	40.0	nM	7.4	Selectivity interaction (KinomeScan (DiscoverX, competition-binding assay)) EUB0...	-
Receptor-type tyrosine-protein kinase FLT3	Kd	=	40.0	nM	7.4	Binding constant for FLT3(D835Y) kinase domain	22037378
Protein kinase C eta type	Kd	=	46.0	nM	7.34	Binding constant for PRKCH kinase domain	22037378
Protein kinase C eta type	Kd	=	46.0	nM	7.34	Selectivity interaction (KinomeScan (DiscoverX, competition-binding assay)) EUB0...	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	U2OS	262
-	10.6019/CHEMBL4689842	Fibroblast	260
-	10.6019/CHEMBL4689842	HEK-293T	260
22037378	10.1038/nbt.1990	Tyrosine-protein kinase ABL1	15
22037378	10.1038/nbt.1990	Epidermal growth factor receptor	12
-	10.6019/CHEMBL5674860	Colon cancer organoid	12
-	10.6019/CHEMBL5724558	Colon cancer organoid	12
22037378	10.1038/nbt.1990	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	10
-	10.6019/CHEMBL5724696	U2OS	8
22037378	10.1038/nbt.1990	Mast/stem cell growth factor receptor Kit	8
22037378	10.1038/nbt.1990	Receptor-type tyrosine-protein kinase FLT3	7
-	10.6019/CHEMBL5608141	Colon cancer organoid	6
29191878	10.1126/science.aan4368	Unchecked	5
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
22037378	10.1038/nbt.1990	Proto-oncogene tyrosine-protein kinase receptor Ret	4
22037378	10.1038/nbt.1990	Hepatocyte growth factor receptor	3
-	10.6019/CHEMBL5212743	Receptor-type tyrosine-protein kinase FLT3	3
22037378	10.1038/nbt.1990	Ribosomal protein S6 kinase alpha-5	2
22037378	10.1038/nbt.1990	Ribosomal protein S6 kinase alpha-6	2
22037378	10.1038/nbt.1990	Non-receptor tyrosine-protein kinase TYK2	2

Data from ChEMBL 36 via Core Engine