Compound Detail

CHEMBL278041

SB-202190

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Oc1ccc(-c2nc(-c3ccc(F)cc3)c(-c3ccncc3)[nH]2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL278041
Name	SB-202190
Phase	Preclinical
Structure Type	MOL
InChI Key	QHKYPYXTTXKZST-UHFFFAOYSA-N

Targets

139

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

331.4

MW (Da)

4.65

ALogP

HBA

HBD

61.8

PSA (Å²)

0.57

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H14FN3O
MW	331.35
Aromatic Rings	4
Heavy Atoms	25
NP-Likeness	-0.85

Activity Summary

Kd 65 meas. best 8.01

IC50 58 meas. best 8.06

Ki 13 meas. best 8.3

EC50 3 meas. best 5.52

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Mitogen-activated protein kinase 14 CHEMBL260	Ki	8.3	8.3	5.0	1
Mitogen-activated protein kinase 14 CHEMBL260	IC50	8.06	7.5612	8.7	17
Mitogen-activated protein kinase 14 CHEMBL260	Kd	8.01	7.95	9.8	2
Mitogen-activated protein kinase 11 CHEMBL3961	IC50	8.01	7.298	9.8	5
Serine/threonine-protein kinase NLK CHEMBL5364	Kd	7.55	7.55	28.0	1
Tyrosinase CHEMBL5346	IC50	7.52	7.52	30.0	1
Mitogen-activated protein kinase 11 CHEMBL3961	Kd	7.5	7.21	32.0	2
Mitogen-activated protein kinase 10 CHEMBL2637	Kd	7.38	7.335	42.0	2
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL215	IC50	7.3	7.3	50.0	1
Casein kinase I isoform delta CHEMBL2828	IC50	7.28	7.0967	53.0	3
Cyclin-G-associated kinase CHEMBL4355	Kd	7.28	6.735	53.0	2
Casein kinase I isoform delta CHEMBL2828	Kd	7.23	7.23	59.0	1
Mitogen-activated protein kinase 10 CHEMBL2637	Ki	7.2	7.2	63.1	1
MAP kinase p38 CHEMBL2094115	IC50	7.1	7.1	80.0	1
Glucagon receptor CHEMBL1985	IC50	7.1	7.1	80.2	1
Casein kinase I isoform epsilon CHEMBL4937	IC50	7.08	7.08	83.0	2
Mitogen-activated protein kinase 9 CHEMBL4179	Kd	6.92	6.8	120.0	2
Receptor-interacting serine/threonine-protein kinase 2 CHEMBL5014	Kd	6.82	6.64	150.0	2
Casein kinase I isoform epsilon CHEMBL4937	Kd	6.77	6.585	170.0	2
Ribosomal protein S6 kinase alpha-1 CHEMBL2553	Kd	6.77	6.77	170.0	1
Epidermal growth factor receptor CHEMBL203	Kd	6.68	5.8182	210.0	11
Mitogen-activated protein kinase 9 CHEMBL4179	Ki	6.6	6.6	251.2	1
Ribosomal protein S6 kinase alpha-6 CHEMBL4924	Kd	6.57	6.57	270.0	1
p38 MAP kinase alpha/beta CHEMBL4106180	IC50	6.52	6.52	300.0	2
Mitogen-activated protein kinase 8 CHEMBL2276	Ki	6.3	6.3	501.2	1
Citron Rho-interacting kinase CHEMBL5579	Kd	6.29	6.29	510.0	1
cAMP-dependent protein kinase catalytic subunit beta CHEMBL2918	Kd	6.28	6.28	530.0	1
Serine/threonine-protein kinase B-raf CHEMBL5145	Kd	6.21	5.765	620.0	2
Serine/threonine-protein kinase MRCK gamma CHEMBL5615	Kd	6.19	6.19	640.0	1
BDNF/NT-3 growth factors receptor CHEMBL4898	Ki	6.1	6.1	794.3	1
Serine/threonine-protein kinase 36 CHEMBL4312	Kd	6.1	5.76	790.0	2
Activin receptor type-1B CHEMBL5310	Kd	6.02	6.02	950.0	1
Toxoplasma gondii CHEMBL612888	IC50	6.0	5.65	1000.0	2
Mitogen-activated protein kinase kinase kinase kinase 4 CHEMBL6166	Ki	6.0	6.0	1000.0	1
cAMP-dependent protein kinase catalytic subunit alpha CHEMBL4101	Ki	6.0	6.0	1000.0	1
Casein kinase I isoform alpha CHEMBL2793	Ki	6.0	6.0	1000.0	1
Epithelial discoidin domain-containing receptor 1 CHEMBL5319	Kd	5.96	5.96	1100.0	1
Insulin-like growth factor 1 receptor CHEMBL1957	Ki	5.9	5.9	1258.9	1
TRAF2 and NCK-interacting protein kinase CHEMBL4527	Kd	5.8	5.4	1600.0	2
Discoidin domain-containing receptor 2 CHEMBL5122	Kd	5.8	5.8	1600.0	1
cAMP-dependent protein kinase catalytic subunit alpha CHEMBL4101	Kd	5.77	5.77	1700.0	1
Serine/threonine-protein kinase LATS2 CHEMBL5907	Kd	5.77	5.77	1700.0	1
Casein kinase I isoform alpha-like CHEMBL5520	Kd	5.72	5.72	1900.0	1
RAF proto-oncogene serine/threonine-protein kinase CHEMBL1906	Kd	5.72	5.72	1900.0	1
Ephrin type-A receptor 6 CHEMBL4526	Kd	5.66	5.66	2200.0	1
Mitogen-activated protein kinase 8 CHEMBL2276	Kd	5.62	5.565	2400.0	2
Bromodomain-containing protein 4 CHEMBL1163125	IC50	5.6	5.535	2500.0	4
Bromodomain testis-specific protein CHEMBL1795185	IC50	5.6	5.15	2500.0	2
Serine/threonine-protein kinase D3 CHEMBL2595	Ki	5.6	5.6	2511.9	1
NT-3 growth factor receptor CHEMBL5608	Ki	5.6	5.6	2511.9	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Mitogen-activated protein kinase 14	Ki	=	5.012	nM	8.3	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Mitogen-activated protein kinase 14	IC50	=	8.66	nM	8.06	Inhibition of P38a/MAPK14 (unknown origin)	24878193
Mitogen-activated protein kinase 14	IC50	=	9.0	nM	8.05	Inhibition of p38alpha MAPK (unknown origin) by radiometric assay	24930833
Mitogen-activated protein kinase 14	Kd	=	9.8	nM	8.01	Binding constant for full-length p38-alpha	18183025
Mitogen-activated protein kinase 11	IC50	=	9.8	nM	8.01	Inhibition of p38beta (unknown origin)	28280261
Mitogen-activated protein kinase 14	IC50	=	11.0	nM	7.96	Binding affinity to P38alpha MAPK (unknown origin) using Smad3 as substrate incu...	33892104
Mitogen-activated protein kinase 14	Kd	=	13.0	nM	7.89	Average Binding Constant for p38-alpha; NA=Not Active at 10 uM	15711537
Mitogen-activated protein kinase 14	IC50	=	14.3	nM	7.84	Inhibition of p38alpha	22014755
Mitogen-activated protein kinase 14	IC50	=	16.3	nM	7.79	Inhibition of MAPK14 (unknown origin)	29107425
Mitogen-activated protein kinase 14	IC50	=	17.0	nM	7.77	Inhibition of human p38alpha using MBP as substrate by [gamma-33P]-ATP assay	30384048
Mitogen-activated protein kinase 14	IC50	=	18.0	nM	7.75	Binding affinity to recombinant human N-terminal GST-tagged P38alpha MAPK expres...	33892104
Mitogen-activated protein kinase 14	IC50	=	24.0	nM	7.62	Kinase Assay : Table 2: The p38 MAPK IC50 values of selected compounds except IM...	-
Mitogen-activated protein kinase 14	IC50	=	24.6	nM	7.61	Inhibition of p38alpha (unknown origin) incubated for 20 mins in presence of 33P...	36395646
Mitogen-activated protein kinase 14	IC50	=	28.0	nM	7.55	Inhibition of p38alpha (unknown origin)	28280261
Serine/threonine-protein kinase NLK	Kd	=	28.0	nM	7.55	Binding constant for full-length NLK	18183025
Tyrosinase	IC50	=	30.0	nM	7.52	Inhibition of tyrosinase in mouse B16F10 cells assessed as reduction in melanin ...	29763564
Mitogen-activated protein kinase 14	IC50	=	30.0	nM	7.52	Displacement of [33P] ATP from human recombinant active p38alpha	16509574
Mitogen-activated protein kinase 11	Kd	=	32.0	nM	7.5	Binding constant for full-length p38-beta	18183025
Mitogen-activated protein kinase 11	IC50	=	33.1	nM	7.48	Inhibition of human p38beta using MBP as substrate by [gamma-33P]-ATP assay	30384048
Mitogen-activated protein kinase 10	Kd	=	42.0	nM	7.38	Binding constant for JNK3 kinase domain	18183025

Literature References

PubMed	DOI	Target Context	# Activities
18183025	10.1038/nbt1358	Epidermal growth factor receptor	10
26254279	10.18632/oncotarget.4214	Unchecked	9
18183025	10.1038/nbt1358	Tyrosine-protein kinase ABL1	7
19734910	10.1038/nchembio.215	Plasmodium falciparum	7
17923491	10.1128/aac.00680-07	Toxoplasma gondii	7
15711537	10.1038/nbt1068	Tyrosine-protein kinase ABL1	7
18183025	10.1038/nbt1358	Mast/stem cell growth factor receptor Kit	5
18183025	10.1038/nbt1358	Receptor-type tyrosine-protein kinase FLT3	5
10998351	10.1042/0264-6021:3510095	Unchecked	5
23398362	10.1042/bj20121418	Serine/threonine-protein kinase mTOR	4
18024584	10.1073/pnas.0709695104	H4	4
17417631	10.1038/nchembio873	NON-PROTEIN TARGET	4
23398362	10.1042/bj20121418	Tyrosine-protein kinase HCK	4
23398362	10.1042/bj20121418	Cyclin-dependent kinase 5/CDK5 activator 1	4
23398362	10.1042/bj20121418	Protein kinase C beta type	4
22831798	10.1016/j.bmc.2012.06.031	RAW264.7	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
23398362	10.1042/bj20121418	Insulin receptor	4
23398362	10.1042/bj20121418	Insulin-like growth factor 1 receptor	4
23398362	10.1042/bj20121418	Tyrosine-protein kinase Lck	4

Data from ChEMBL 36 via Core Engine