Compound Detail

CHEMBL3600873

MK-5108

Phase I

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Phase I

O=C(O)[C@]1(Cc2cccc(Nc3nccs3)n2)CC[C@@H](Oc2cccc(Cl)c2F)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3600873
Name	MK-5108
Phase	Phase I
Structure Type	MOL
InChI Key	LCVIRAZGMYMNNT-VVONHTQRSA-N

Known Names

MK 5108 Mk-5108 MK5108 VX-689

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

461.9

MW (Da)

5.71

ALogP

HBA

HBD

84.3

PSA (Å²)

0.47

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Extended Properties

Molecular Formula	C22H21ClFN3O3S
MW	461.95
Aromatic Rings	3
Heavy Atoms	31
NP-Likeness	-0.97

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Serine/threonine-protein kinase Aurora-A inhibitor	INHIBITOR	Aurora kinase A	✓	✓

Indications

Neoplasms

Activity Summary

Kd 30 meas. best 10.0

IC50 25 meas. best 10.34

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Aurora kinase A CHEMBL4722	IC50	10.34	9.45	0.0	6
Aurora kinase A CHEMBL4722	Kd	10.0	10.0	0.1	1
Aurora kinase B/Inner centromere protein CHEMBL3430907	IC50	8.83	7.825	1.5	2
Non-receptor tyrosine-protein kinase TNK1 CHEMBL5334	Kd	8.22	8.22	6.0	1
Breakpoint cluster region protein CHEMBL5146	Kd	7.96	7.96	11.0	1
Aurora kinase C CHEMBL3935	IC50	7.92	7.92	12.0	1
Aurora kinase B CHEMBL2185	IC50	7.85	7.85	14.0	1
Interleukin-1 receptor-associated kinase 3 CHEMBL5081	Kd	7.62	7.62	24.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	Kd	7.6	7.6	25.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	Kd	7.21	7.21	62.0	1
Unchecked CHEMBL612545	IC50	7.12	6.3283	75.3	6
Tyrosine-protein kinase ABL2 CHEMBL4014	Kd	7.11	7.11	77.0	1
Activin receptor type-1 CHEMBL5903	Kd	6.92	6.92	121.0	1
Aurora kinase B CHEMBL2185	Kd	6.79	6.79	164.0	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Kd	6.74	6.74	183.0	1
IMR-32 CHEMBL614585	IC50	6.7	6.7	199.2	1
Ephrin type-A receptor 2 CHEMBL2068	Kd	6.7	6.7	202.0	1
Protein-tyrosine kinase 2-beta CHEMBL5469	Kd	6.46	6.46	343.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Kd	6.41	6.41	388.0	1
HCC1143 CHEMBL1075453	IC50	6.38	6.38	420.0	1
Activin receptor type-1B CHEMBL5310	Kd	6.37	6.37	425.0	1
AU565 CHEMBL1075393	IC50	6.35	6.35	450.0	1
Activated CDC42 kinase 1 CHEMBL4599	Kd	6.33	6.33	473.0	1
MCF7 CHEMBL387	IC50	6.28	6.28	520.0	1
HCC1806 CHEMBL1075457	IC50	6.25	6.25	560.0	1
Tyrosine-protein kinase Tec CHEMBL4246	Kd	6.15	6.15	707.0	1
Tyrosine-protein kinase FRK CHEMBL4223	Kd	6.14	6.14	724.0	1
CAL-85-1 CHEMBL1075415	IC50	6.13	6.13	740.0	1
Protein-tyrosine kinase 6 CHEMBL4601	Kd	6.08	6.08	841.0	1
Serine/threonine-protein kinase 10 CHEMBL3981	Kd	5.96	5.96	1091.0	1
Mitogen-activated protein kinase 8 CHEMBL2276	Kd	5.94	5.94	1148.0	1
Epithelial discoidin domain-containing receptor 1 CHEMBL5319	Kd	5.92	5.92	1216.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.9	5.9	1260.0	1
Tyrosine-protein kinase Fer CHEMBL3982	Kd	5.81	5.81	1543.0	1
Interleukin-1 receptor-associated kinase 1 CHEMBL3357	Kd	5.8	5.8	1581.0	1
TGF-beta receptor type-1 CHEMBL4439	Kd	5.77	5.77	1702.0	1
Mitogen-activated protein kinase kinase kinase kinase 2 CHEMBL5330	Kd	5.73	5.73	1851.0	1
Serine/threonine-protein kinase 3 CHEMBL4708	Kd	5.64	5.64	2270.0	1
Serine/threonine-protein kinase 4 CHEMBL4598	Kd	5.62	5.62	2374.0	1
Acyl-CoA dehydrogenase family member 10 CHEMBL4105816	Kd	5.61	5.61	2472.0	1
Mitogen-activated protein kinase 10 CHEMBL2637	Kd	5.51	5.51	3076.0	1
LIM domain kinase 1 CHEMBL3836	Kd	5.29	5.29	5085.0	1
TC-32 CHEMBL4296499	IC50	5.25	5.25	5600.0	1
HCT-116 CHEMBL394	IC50	4.79	4.79	16300.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Aurora kinase A	IC50	=	0.046	nM	10.34	Inhibition of human recombinant His-tagged Aurora A expressed in Escherichia col...	27573544
Aurora kinase A	IC50	=	0.064	nM	10.19	Inhibition of Aurora A (unknown origin)	27209235
Aurora kinase A	IC50	=	0.064	nM	10.19	Inhibition of His-tagged human Aurora A kinase (122 to 40 residues) expressed in...	27391133
Aurora kinase A	IC50	=	0.064	nM	10.19	Inhibition of recombinant His-tagged human Aurora A kinase expressed in Escheric...	28918096
Aurora kinase A	Kd	=	0.1	nM	10.0	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Aurora kinase A	IC50	=	0.54	nM	9.27	Inhibition of human N-terminal His-tagged Aurora A expressed in Escherichia coli...	-
Aurora kinase B/Inner centromere protein	IC50	=	1.49	nM	8.83	Inhibition of Aurora-B/INCENP (unknown origin) using biotinylated STK2 substrate...	27391133
Non-receptor tyrosine-protein kinase TNK1	Kd	=	6.0	nM	8.22	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Breakpoint cluster region protein	Kd	=	11.0	nM	7.96	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Aurora kinase C	IC50	=	12.0	nM	7.92	Inhibition of human recombinant full-length N-terminal GST-tagged Aurora C (1 to...	27573544
Aurora kinase B	IC50	=	14.0	nM	7.85	Inhibition of human recombinant full-length N-terminal GST-tagged Aurora B (1 to...	27573544
Interleukin-1 receptor-associated kinase 3	Kd	=	24.0	nM	7.62	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Tyrosine-protein kinase JAK2	Kd	=	25.0	nM	7.6	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Tyrosine-protein kinase ABL1	Kd	=	62.0	nM	7.21	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Unchecked	IC50	=	75.3	nM	7.12	Growth inhibition of patient derived NB067 Neuroblastoma organoid assessed as re...	36549117
Tyrosine-protein kinase ABL2	Kd	=	77.0	nM	7.11	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Activin receptor type-1	Kd	=	121.0	nM	6.92	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Aurora kinase B/Inner centromere protein	IC50	=	150.0	nM	6.82	Inhibition of human full-length N-terminal GST-tagged Aurora B/His-tagged INCENP...	-
Aurora kinase B	Kd	=	164.0	nM	6.79	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Serine/threonine-protein kinase PLK4	Kd	=	183.0	nM	6.74	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL5724696	U2OS	16
-	10.6019/CHEMBL5303304	Fibroblast	13
36549117	10.1016/j.ejmech.2022.115033	Unchecked	12
-	10.6019/CHEMBL5303304	HEK-293T	9
-	10.6019/CHEMBL5303304	U2OS	8
34624821	10.1016/j.ejmech.2021.113895	Unchecked	4
29191878	10.1126/science.aan4368	Unchecked	4
33691794	10.1186/s13148-021-01037-1	A549	4
28918096	10.1016/j.ejmech.2017.08.045	SW48	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
26077498	10.1016/j.bmcl.2015.05.060	Aurora kinase A	3
28918096	10.1016/j.ejmech.2017.08.045	HCT-116	2
36549117	10.1016/j.ejmech.2022.115033	Protein cereblon/Aurora kinase A	2
36549117	10.1016/j.ejmech.2022.115033	SK-N-AS	2
36549117	10.1016/j.ejmech.2022.115033	IMR-32	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
27391133	10.1021/acs.jmedchem.6b00709	Aurora kinase A	2
28918096	10.1016/j.ejmech.2017.08.045	Unchecked	2
34624821	10.1016/j.ejmech.2021.113895	TC-32	2
34624821	10.1016/j.ejmech.2021.113895	HCT-116	2

Data from ChEMBL 36 via Core Engine