Compound Detail

CHEMBL281948

K-252A

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

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL281948
Name	K-252A
Phase	Preclinical
Structure Type	MOL
InChI Key	KOZFSFOOLUUIGY-SOLYNIJKSA-N

104

Targets

122

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

467.5

MW (Da)

3.66

ALogP

HBA

HBD

94.7

PSA (Å²)

0.37

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	C27H21N3O5
MW	467.48
Aromatic Rings	5
Heavy Atoms	35
NP-Likeness	1.03

Activity Summary

Kd 94 meas. best 8.52

IC50 27 meas. best 10.8

Ki 1 meas. best 7.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
cAMP-dependent protein kinase alpha-catalytic subunit CHEMBL4885	IC50	10.8	10.8	0.0	1
Myosin light chain kinase, smooth muscle CHEMBL3062	IC50	10.7	10.7	0.0	1
Protein kinase C (PKC) CHEMBL2094266	IC50	10.55	7.8975	0.0	4
Phosphorylase kinase CHEMBL2111324	IC50	8.77	8.77	1.7	2
Unchecked CHEMBL612545	IC50	8.74	7.3033	1.8	3
High affinity nerve growth factor receptor CHEMBL2815	IC50	8.62	8.1333	2.4	3
Serine/threonine-protein kinase Nek7 CHEMBL4849	Kd	8.52	8.52	3.0	1
Mitogen-activated protein kinase kinase kinase 11 CHEMBL2708	IC50	8.3	8.3	5.0	2
AP2-associated protein kinase 1 CHEMBL3830	Kd	8.3	8.3	5.0	1
Serine/threonine-protein kinase D1 CHEMBL3863	IC50	8.15	8.15	7.0	1
Interleukin-1 receptor-associated kinase 4 CHEMBL3778	Kd	8.05	8.05	9.0	1
Dual specificity protein kinase CLK1 CHEMBL4224	Kd	8.0	8.0	10.0	1
TRAF2 and NCK-interacting protein kinase CHEMBL4527	Kd	8.0	8.0	10.0	1
Cyclin-dependent kinase 4 CHEMBL331	Kd	7.85	7.85	14.0	1
Dual specificity protein kinase CLK4 CHEMBL4203	Kd	7.82	7.82	15.0	1
Serine/threonine-protein kinase/endoribonuclease IRE1 CHEMBL1163101	Kd	7.72	7.72	19.0	1
Mitogen-activated protein kinase kinase kinase kinase 4 CHEMBL6166	Kd	7.72	7.72	19.0	1
Myosin light chain kinase, smooth muscle CHEMBL2428	Ki	7.7	7.7	20.0	1
Aurora kinase A CHEMBL4722	Kd	7.7	7.7	20.0	1
Uncharacterized protein FLJ45252 CHEMBL4105933	Kd	7.68	7.68	21.0	1
Myosin light chain kinase, smooth muscle CHEMBL2428	IC50	7.66	7.66	22.0	1
Protein kinase C (PKC) CHEMBL2093867	IC50	7.6	7.225	25.0	4
MAP/microtubule affinity-regulating kinase 4 CHEMBL5754	Kd	7.55	7.55	28.0	1
Serine/threonine-protein kinase 4 CHEMBL4598	Kd	7.54	7.54	29.0	1
Dual specificity protein kinase TTK CHEMBL3983	Kd	7.52	7.52	30.0	1
Serine/threonine-protein kinase D2 CHEMBL4900	Kd	7.52	7.52	30.0	1
Cyclin-dependent kinase 3 CHEMBL4442	Kd	7.5	7.5	32.0	1
Serine/threonine-protein kinase D3 CHEMBL2595	Kd	7.42	7.42	38.0	1
Unchecked CHEMBL612545	Kd	7.42	6.515	38.0	2
Tyrosine-protein kinase Mer CHEMBL5331	Kd	7.39	7.39	41.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	7.37	7.37	43.0	2
Serine/threonine-protein kinase 3 CHEMBL4708	Kd	7.37	7.37	43.0	1
Serine/threonine-protein kinase SIK2 CHEMBL5699	Kd	7.24	7.24	58.0	1
Serine/threonine-protein kinase LATS1 CHEMBL6167	Kd	7.17	7.17	67.0	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Kd	7.14	7.14	73.0	1
Serine/threonine-protein kinase LMTK3 CHEMBL4523432	IC50	7.1	7.1	79.4	1
Maternal embryonic leucine zipper kinase CHEMBL4578	Kd	7.08	7.08	83.0	1
Dual specificity mitogen-activated protein kinase kinase 6 CHEMBL2171	Kd	7.06	7.06	88.0	1
BMP-2-inducible protein kinase CHEMBL4522	Kd	7.05	7.05	90.0	1
Myosin light chain kinase CHEMBL4627	Kd	7.01	7.01	98.0	1
Cyclin-dependent kinase 2 CHEMBL301	Kd	7.0	7.0	101.0	1
Serine/threonine-protein kinase ULK3 CHEMBL5047	Kd	6.97	6.97	107.0	1
Serine/threonine-protein kinase Chk1 CHEMBL4630	Kd	6.91	6.91	122.0	1
Mitogen-activated protein kinase kinase kinase kinase 2 CHEMBL5330	Kd	6.88	6.88	131.0	1
Mitogen-activated protein kinase 15 CHEMBL5198	Kd	6.78	6.78	167.0	1
Calcium/calmodulin-dependent protein kinase type II subunit gamma CHEMBL3829	Kd	6.76	6.76	173.0	1
Mitogen-activated protein kinase kinase kinase 5 CHEMBL5285	Kd	6.74	6.74	182.0	1
Calcium/calmodulin-dependent protein kinase type II subunit delta CHEMBL2801	Kd	6.72	6.72	190.0	1
Mitogen-activated protein kinase kinase kinase kinase 5 CHEMBL4852	Kd	6.71	6.71	193.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Kd	6.64	6.64	227.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
cAMP-dependent protein kinase alpha-catalytic subunit	IC50	=	0.016	nM	10.8	Inhibition of cAMP dependent Protein kinase A of rabbit Skeletal Muscle.	9191963
Myosin light chain kinase, smooth muscle	IC50	=	0.02	nM	10.7	Inhibition of Smooth muscle myosin light chain kinase of chicken gizzard	9191963
Protein kinase C (PKC)	IC50	=	0.028	nM	10.55	Inhibition of Protein kinase C of Rat brain	9191963
Phosphorylase kinase	IC50	=	1.7	nM	8.77	Inhibition of phosphorylase kinase.	1732526
Phosphorylase kinase	IC50	=	1.7	nM	8.77	Inhibition of phosphorylase kinase (unknown origin)	29969256
Unchecked	IC50	=	1.8	nM	8.74	Inhibition of CAM kinase (unknown origin)	29969256
High affinity nerve growth factor receptor	IC50	=	2.4	nM	8.62	Ability to inhibit human trk A tyrosine kinase expressed in baculovirus using EL...	9191963
Serine/threonine-protein kinase Nek7	Kd	=	3.0	nM	8.52	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Mitogen-activated protein kinase kinase kinase 11	IC50	=	5.0	nM	8.3	Inhibition of N-terminal HA-tagged recombinant wild-type human MLK3 overexpresse...	38346577
AP2-associated protein kinase 1	Kd	=	5.0	nM	8.3	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Mitogen-activated protein kinase kinase kinase 11	IC50	=	5.0	nM	8.3	Inhibition of recombinant human N-terminal HA-tagged wild type MLK3	37247505
Serine/threonine-protein kinase D1	IC50	=	7.0	nM	8.15	Inhibition of PKD1 (unknown origin)	36538005
Interleukin-1 receptor-associated kinase 4	Kd	=	9.0	nM	8.05	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Dual specificity protein kinase CLK1	Kd	=	10.0	nM	8.0	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
TRAF2 and NCK-interacting protein kinase	Kd	=	10.0	nM	8.0	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
High affinity nerve growth factor receptor	IC50	=	13.0	nM	7.89	Inhibition of nerve growth factor receptor, trkA	12270156
High affinity nerve growth factor receptor	IC50	=	13.0	nM	7.89	Inhibition of baculovirus expressed human trkA	15916429
Cyclin-dependent kinase 4	Kd	=	14.0	nM	7.85	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Dual specificity protein kinase CLK4	Kd	=	15.0	nM	7.82	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Serine/threonine-protein kinase/endoribonuclease IRE1	Kd	=	19.0	nM	7.72	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878

Literature References

PubMed	DOI	Target Context	# Activities
23398362	10.1042/bj20121418	Insulin receptor	4
23398362	10.1042/bj20121418	Protein kinase C beta type	4
23398362	10.1042/bj20121418	cGMP-dependent protein kinase 1	4
23398362	10.1042/bj20121418	Tyrosine-protein kinase Lck	4
9191963	10.1021/jm970031d	Choline O-acetyltransferase	4
29191878	10.1126/science.aan4368	Unchecked	4
23398362	10.1042/bj20121418	Tyrosine-protein kinase HCK	4
23398362	10.1042/bj20121418	Insulin-like growth factor 1 receptor	4
23398362	10.1042/bj20121418	Serine/threonine-protein kinase mTOR	4
23398362	10.1042/bj20121418	Cyclin-dependent kinase 5/CDK5 activator 1	4
22770610	10.1016/j.ejmech.2012.06.007	Myelin transcription factor 1	3
15916429	10.1021/jm040178m	Unchecked	2
23398362	10.1042/bj20121418	Casein kinase I isoform delta	2
23398362	10.1042/bj20121418	Death-associated protein kinase 1	2
23398362	10.1042/bj20121418	Tyrosine-protein kinase Fyn	2
23398362	10.1042/bj20121418	Dual specificity mitogen-activated protein kinase kinase 1	2
23398362	10.1042/bj20121418	Fibroblast growth factor receptor 3	2
23398362	10.1042/bj20121418	Mitogen-activated protein kinase 10	2
23398362	10.1042/bj20121418	Serine/threonine-protein kinase 4	2
23398362	10.1042/bj20121418	Inhibitor of nuclear factor kappa-B kinase subunit alpha	2

Data from ChEMBL 36 via Core Engine