Compound Detail

CHEMBL388978

STAUROSPORINE

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CN[C@@H]1C[C@H]2O[C@@](C)([C@@H]1OC)n1c3ccccc3c3c4c(c5c6ccccc6n2c5c31)C(=O)NC4

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL388978
Name	STAUROSPORINE
Phase	Preclinical
Structure Type	MOL
InChI Key	HKSZLNNOFSGOKW-FYTWVXJKSA-N

542

Targets

3,103

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

466.5

MW (Da)

4.35

ALogP

HBA

HBD

69.5

PSA (Å²)

0.41

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C28H26N4O3
MW	466.54
Aromatic Rings	5
Heavy Atoms	35
NP-Likeness	1.29

Activity Summary

IC50 2,230 meas. best 10.53

Kd 829 meas. best 10.7

EC50 36 meas. best 9.74

Ki 8 meas. best 8.77

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
STE20-like serine/threonine-protein kinase CHEMBL4202	Kd	10.7	10.6467	0.0	3
Calcium/calmodulin-dependent protein kinase type II subunit alpha CHEMBL4147	IC50	10.53	10.4133	0.0	3
Serine/threonine-protein kinase 10 CHEMBL3981	Kd	10.52	10.46	0.0	3
Calcium/calmodulin-dependent protein kinase type II subunit delta CHEMBL2801	IC50	10.51	10.3767	0.0	3
Calcium/calmodulin-dependent protein kinase kinase 1 CHEMBL5256	Kd	10.41	10.3733	0.0	3
Testis-specific serine/threonine-protein kinase 1 CHEMBL6003	IC50	10.33	10.2767	0.0	3
Serine/threonine-protein kinase pim-3 CHEMBL5407	IC50	10.31	10.0725	0.0	4
Calcium/calmodulin-dependent protein kinase kinase 2 CHEMBL5284	Kd	10.3	9.9667	0.1	3
Calcium/calmodulin-dependent protein kinase type II subunit beta CHEMBL4121	IC50	10.22	10.145	0.1	4
BDNF/NT-3 growth factors receptor CHEMBL4898	IC50	10.2	9.51	0.1	5
Proto-oncogene tyrosine-protein kinase ROS CHEMBL5568	IC50	10.15	9.874	0.1	5
Protein kinase C (PKC) CHEMBL2093867	IC50	10.1	8.1473	0.1	22
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	10.1	9.3315	0.1	13
Ribosomal protein S6 kinase alpha-3 CHEMBL2345	IC50	10.1	10.0267	0.1	3
Mitogen-activated protein kinase kinase kinase kinase 3 CHEMBL5432	IC50	10.08	10.01	0.1	3
NUAK family SNF1-like kinase 2 CHEMBL5698	Kd	10.07	10.07	0.1	2
Ribosomal protein S6 kinase alpha-1 CHEMBL2553	IC50	10.05	9.7033	0.1	6
Cyclin-dependent kinase 2 CHEMBL301	IC50	10.0	9.06	0.1	5
Serine/threonine-protein kinase MARK2 CHEMBL3831	Kd	10.0	9.4333	0.1	3
Calcium/calmodulin-dependent protein kinase type II subunit alpha CHEMBL4147	Kd	10.0	9.8667	0.1	3
Ribosomal protein S6 kinase alpha-6 CHEMBL4924	IC50	9.99	9.8867	0.1	3
Ribosomal protein S6 kinase alpha-2 CHEMBL3906	IC50	9.97	9.82	0.1	3
Tyrosine-protein kinase JAK2 CHEMBL2971	IC50	9.94	9.139	0.1	10
MAP/microtubule affinity-regulating kinase 4 CHEMBL5754	IC50	9.94	9.8967	0.1	3
NT-3 growth factor receptor CHEMBL5608	IC50	9.91	9.75	0.1	3
Protein kinase C delta type CHEMBL2996	IC50	9.89	8.11	0.1	10
Tyrosine-protein kinase SYK CHEMBL2599	IC50	9.88	8.954	0.1	10
Serine/threonine-protein kinase MARK2 CHEMBL3831	IC50	9.88	9.8567	0.1	3
Phosphorylase b kinase gamma catalytic chain, liver/testis isoform CHEMBL2349	Kd	9.85	9.5667	0.1	3
Protein kinase C epsilon type CHEMBL3582	IC50	9.85	8.7318	0.1	11
Serine/threonine-protein kinase Chk1 CHEMBL4630	IC50	9.85	9.0456	0.1	9
Serine/threonine-protein kinase 3 CHEMBL4310	Kd	9.82	9.82	0.1	1
Leishmania amazonensis CHEMBL612877	IC50	9.77	8.71	0.2	2
Non-receptor tyrosine-protein kinase TYK2 CHEMBL3553	IC50	9.75	9.1533	0.2	6
Mitogen-activated protein kinase kinase kinase kinase 5 CHEMBL4852	IC50	9.75	9.59	0.2	3
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	9.74	9.0691	0.2	23
Serine/threonine-protein kinase 3 CHEMBL4708	EC50	9.74	9.74	0.2	1
Serine/threonine-protein kinase 3 CHEMBL4708	Kd	9.74	9.74	0.2	2
Serine/threonine-protein kinase 4 CHEMBL4598	EC50	9.72	9.72	0.2	1
Serine/threonine-protein kinase 4 CHEMBL4598	Kd	9.72	9.535	0.2	4
Serine/threonine-protein kinase MRCK gamma CHEMBL5615	IC50	9.72	9.3667	0.2	3
Serine/threonine-protein kinase N1 CHEMBL3384	IC50	9.7	8.94	0.2	6
Inhibitor of nuclear factor kappa-B kinase subunit epsilon CHEMBL3529	IC50	9.7	9.5	0.2	3
Unchecked CHEMBL612545	IC50	9.7	7.4481	0.2	68
Tyrosine-protein kinase Fer CHEMBL3982	IC50	9.69	9.3325	0.2	4
Calcium/calmodulin-dependent protein kinase type 1D CHEMBL5073	IC50	9.69	9.61	0.2	3
Serine/threonine-protein kinase PAK 1 CHEMBL4600	IC50	9.67	9.455	0.2	4
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Kd	9.66	8.69	0.2	14
Serine/threonine-protein kinase TAO3 CHEMBL5701	Kd	9.66	9.66	0.2	1
Serine/threonine-protein kinase PAK 3 CHEMBL2999	IC50	9.63	9.5233	0.2	3

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	0.08333	hr	Homo sapiens
T1/2	0.08333	hr	Homo sapiens
T1/2	0.08333	hr	Homo sapiens
T1/2	0.08333	hr	Homo sapiens
T1/2	-	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
STE20-like serine/threonine-protein kinase	Kd	=	0.02	nM	10.7	Average Binding Constant for SLK; NA=Not Active at 10 uM	15711537
STE20-like serine/threonine-protein kinase	Kd	=	0.024	nM	10.62	Binding constant for SLK kinase domain	18183025
STE20-like serine/threonine-protein kinase	Kd	=	0.024	nM	10.62	Binding constant for SLK kinase domain	22037378
Calcium/calmodulin-dependent protein kinase type II subunit alpha	IC50	=	0.0297	nM	10.53	Inhibition of human CAMK2a using KKALRRQETVDAL as substrate preincubated for 20 ...	27784673
Serine/threonine-protein kinase 10	Kd	=	0.03	nM	10.52	Average Binding Constant for STK10; NA=Not Active at 10 uM	15711537
Calcium/calmodulin-dependent protein kinase type II subunit alpha	IC50	=	0.0307	nM	10.51	Inhibition of human CAMK2A using KKALRRQETVDAL as substrate by [gamma-33P]-ATP a...	29523467
Calcium/calmodulin-dependent protein kinase type II subunit delta	IC50	=	0.0311	nM	10.51	Inhibition of human CAMK2D using KKLNRTLSFAEPG as substrate by [gamma-33P]-ATP a...	30384048
Calcium/calmodulin-dependent protein kinase type II subunit delta	IC50	=	0.0372	nM	10.43	Inhibition of human CAMK2d using KKLNRTLSFAEPG as substrate preincubated for 20 ...	27784673
Serine/threonine-protein kinase 10	Kd	=	0.037	nM	10.43	Binding constant for LOK kinase domain	18183025
Serine/threonine-protein kinase 10	Kd	=	0.037	nM	10.43	Binding constant for LOK kinase domain	22037378
Calcium/calmodulin-dependent protein kinase kinase 1	Kd	=	0.039	nM	10.41	Binding constant for CAMKK1 kinase domain	18183025
Calcium/calmodulin-dependent protein kinase kinase 1	Kd	=	0.039	nM	10.41	Binding constant for CAMKK1 kinase domain	22037378
Testis-specific serine/threonine-protein kinase 1	IC50	=	0.0473	nM	10.33	Inhibition of human STK22D using KKKVSRSGLYRSPSMPENLNRPR as substrate by [gamma-...	29523467
Serine/threonine-protein kinase pim-3	IC50	=	0.0486	nM	10.31	Inhibition of human PIM3 using RSRHSSYPAGT as substrate preincubated for 20 mins...	27784673
Calcium/calmodulin-dependent protein kinase kinase 2	Kd	=	0.05	nM	10.3	Average Binding Constant for CAMKK2; NA=Not Active at 10 uM	15711537
Calcium/calmodulin-dependent protein kinase kinase 1	Kd	=	0.05	nM	10.3	Average Binding Constant for CAMKK1; NA=Not Active at 10 uM	15711537
Testis-specific serine/threonine-protein kinase 1	IC50	=	0.052	nM	10.28	Inhibition of human STK22D using KKKVSRSGLYRSPSMPENLNRPR as substrate by [gamma-...	30384048
Testis-specific serine/threonine-protein kinase 1	IC50	=	0.0607	nM	10.22	Inhibition of human STK22D using KKKVSRSGLYRSPSMPENLNRPR as substrate preincubat...	27784673
Calcium/calmodulin-dependent protein kinase type II subunit beta	IC50	=	0.0599	nM	10.22	Inhibition of human CAMK2b using KKALRRQETVDAL as substrate preincubated for 20 ...	27784673
Calcium/calmodulin-dependent protein kinase type II subunit alpha	IC50	=	0.0635	nM	10.2	Inhibition of human CAMK2A using KKALRRQETVDAL as substrate by [gamma-33P]-ATP a...	30384048

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	Fibroblast	588
-	10.6019/CHEMBL4689842	U2OS	588
-	10.6019/CHEMBL4689842	HEK-293T	588
-	10.6019/CHEMBL5303300	U2OS	304
-	10.6019/CHEMBL5303300	HEK-293T	304
-	10.6019/CHEMBL5303300	Fibroblast	304
22037378	10.1038/nbt.1990	Tyrosine-protein kinase ABL1	15
28388523	10.1016/j.ejmech.2017.03.067	PC-3	15
24440377	10.1016/j.ejmech.2013.12.031	A2780	13
28780159	10.1016/j.bmcl.2017.07.063	A2780	12
28780159	10.1016/j.bmcl.2017.07.063	MCF7	12
29107425	10.1016/j.ejmech.2017.10.003	Tyrosine-protein kinase Lck	12
30384048	10.1016/j.ejmech.2018.10.052	Serine/threonine-protein kinase Chk1	12
28780159	10.1016/j.bmcl.2017.07.063	MFE-280	12
28780159	10.1016/j.bmcl.2017.07.063	MFE-296	12
22037378	10.1038/nbt.1990	Epidermal growth factor receptor	12
28780159	10.1016/j.bmcl.2017.07.063	T47D	12
28780159	10.1016/j.bmcl.2017.07.063	PC-3	12
21885287	10.1016/j.bmc.2011.08.002	Vascular endothelial growth factor receptor 2	11
29894944	10.1016/j.ejmech.2018.06.010	Receptor-type tyrosine-protein kinase FLT3	11

Data from ChEMBL 36 via Core Engine