Compound Detail

CHEMBL483158

ALISERTIB

🧪 Phase III

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🧪 Phase III

COc1cc(Nc2ncc3c(n2)-c2ccc(Cl)cc2C(c2c(F)cccc2OC)=NC3)ccc1C(=O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL483158
Name	ALISERTIB
Phase	Phase III
Structure Type	MOL
InChI Key	ZLHFILGSQDJULK-UHFFFAOYSA-N

Known Names

Alisertib MLN 8237 Mln-8237 MLN8237

Targets

119

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

518.9

MW (Da)

5.75

ALogP

HBA

HBD

105.9

PSA (Å²)

0.33

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

USAN Stem	-sertib
USAN Year	2011

Extended Properties

Molecular Formula	C27H20ClFN4O4
MW	518.93
Aromatic Rings	4
Heavy Atoms	37
NP-Likeness	-0.76

Mechanism of Action

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

Indications

Lymphoma, T-Cell, Peripheral Breast Neoplasms Breast Neoplasms Breast Neoplasms Fallopian Tube Neoplasms Leukemia, Myeloid, Acute Myelodysplastic Syndromes Ovarian Neoplasms Peritoneal Neoplasms Prostatic Neoplasms Small Cell Lung Carcinoma Urinary Bladder Neoplasms Burkitt Lymphoma Carcinoma, Non-Small-Cell Lung Carcinoma, Squamous Cell Digestive System Neoplasms Head and Neck Neoplasms Lymphoma Lymphoma, Follicular Lymphoma, Large B-Cell, Diffuse

Activity Summary

IC50 59 meas. best 10.4

Ki 40 meas. best 9.52

Kd 19 meas. best 8.3

EC50 1 meas. best 7.39

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Aurora kinase A CHEMBL4722	IC50	10.4	8.1193	0.0	30
Aurora kinase A CHEMBL2211	Ki	9.52	9.52	0.3	1
Aurora kinase A CHEMBL4722	Ki	9.3	9.3	0.5	1
Aurora kinase A CHEMBL2211	IC50	9.0	9.0	1.0	1
Aurora kinase B/Inner centromere protein CHEMBL3430907	IC50	8.96	8.96	1.1	1
MV4-11 CHEMBL613835	IC50	8.92	8.92	1.2	1
Unchecked CHEMBL612545	IC50	8.52	8.52	3.0	1
Aurora kinase B CHEMBL2185	Ki	8.5	8.5	3.2	1
Aurora kinase A CHEMBL4722	Kd	8.3	8.3	5.0	1
Ephrin type-A receptor 2 CHEMBL2068	Ki	7.5	7.5	31.6	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	7.41	6.971	39.0	10
Tyrosine-protein kinase Blk CHEMBL2250	Ki	7.4	7.4	39.8	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Ki	7.4	7.4	39.8	1
Unchecked CHEMBL612545	EC50	7.39	7.39	40.9	1
Acyl-CoA dehydrogenase family member 10 CHEMBL4105816	Kd	7.11	7.11	78.0	1
Aurora kinase B CHEMBL2185	IC50	7.05	6.3656	90.0	9
Tyrosine-protein kinase FRK CHEMBL4223	Ki	7.0	7.0	100.0	1
Tyrosine-protein kinase Fer CHEMBL3982	Ki	7.0	7.0	100.0	1
NCI-H358 CHEMBL614135	IC50	7.0	7.0	100.0	1
3-phosphoinositide-dependent protein kinase 1 CHEMBL2534	Ki	7.0	7.0	100.0	1
Focal adhesion kinase 1 CHEMBL2695	Ki	6.9	6.9	125.9	1
Proto-oncogene tyrosine-protein kinase ROS CHEMBL5568	Ki	6.8	6.8	158.5	1
Guanine nucleotide-binding protein G(i) subunit alpha-2 CHEMBL4105887	Kd	6.74	6.74	184.0	1
Aurora kinase B CHEMBL2185	Kd	6.71	6.71	195.0	1
Fibroblast growth factor receptor 3 CHEMBL2742	Ki	6.7	6.7	199.5	1
Epidermal growth factor receptor CHEMBL203	Ki	6.7	6.7	199.5	1
Unchecked CHEMBL612545	Kd	6.54	5.98	289.0	2
Ephrin type-A receptor 2 CHEMBL2068	Kd	6.51	6.51	309.0	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	Ki	6.5	6.5	316.2	1
Fibroblast growth factor receptor 1 CHEMBL3650	Ki	6.5	6.5	316.2	1
Tyrosine-protein kinase Lck CHEMBL258	IC50	6.5	6.5	320.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	Ki	6.5	6.5	316.2	1
Tyrosine-protein kinase Lck CHEMBL258	Ki	6.5	6.5	316.2	1
HT-29 CHEMBL384	IC50	6.48	6.48	330.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Ki	6.4	6.4	398.1	1
NT-3 growth factor receptor CHEMBL5608	Ki	6.4	6.4	398.1	1
Leukocyte tyrosine kinase receptor CHEMBL5627	Ki	6.4	6.4	398.1	1
Ephrin type-A receptor 4 CHEMBL3988	Kd	6.34	6.34	455.0	1
Gamma-aminobutyric acid receptor subunit alpha-1 CHEMBL1962	IC50	6.31	6.31	490.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	Ki	6.3	6.3	501.2	1
Tyrosine-protein kinase BTK CHEMBL5251	Ki	6.2	6.2	631.0	1
cAMP-dependent protein kinase catalytic subunit alpha CHEMBL4101	Ki	6.2	6.2	631.0	1
DNA replication licensing factor MCM4 CHEMBL4105745	Kd	6.2	6.2	629.0	1
Activated CDC42 kinase 1 CHEMBL4599	Ki	6.1	6.1	794.3	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	Ki	6.1	6.1	794.3	1
Ribosomal protein S6 kinase alpha-3 CHEMBL2345	Ki	6.1	6.1	794.3	1
Leucine-rich repeat serine/threonine-protein kinase 2 CHEMBL1075104	Ki	6.1	6.1	794.3	1
DnaJ homolog subfamily A member 1 CHEMBL2189122	Kd	6.02	6.02	962.0	1
Tyrosine-protein kinase ABL2 CHEMBL4014	Kd	6.0	6.0	1009.0	1
BDNF/NT-3 growth factors receptor CHEMBL4898	Ki	6.0	6.0	1000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	201000.0	ng.hr.mL-1	Rattus norvegicus
CL	10.4	mL.min-1.kg-1	Rattus norvegicus
Cmax	92498.02	nM	Rattus norvegicus
F	124.0	%	Rattus norvegicus
T1/2	7.0	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Aurora kinase A	IC50	=	0.04	nM	10.4	Inhibition of His-tagged human Aurora A kinase (122 to 40 residues) expressed in...	27391133
Aurora kinase A	Ki	=	0.3	nM	9.52	Competitive inhibition of recombinant mouse aurora kinase A expressed in insect ...	26101564
Aurora kinase A	Ki	=	0.5012	nM	9.3	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Aurora kinase A	IC50	=	0.6	nM	9.22	Aurora A Inhibition Assay: For in vitro method for measuring the inhibitory acti...	-
Aurora kinase A	IC50	=	0.6	nM	9.22	Kinase Assay: For in vitro method for measuring the inhibitory activity of the a...	-
Aurora kinase A	IC50	=	1.0	nM	9.0	Inhibition of aurora A kinase	19320489
Aurora kinase A	IC50	=	1.0	nM	9.0	Inhibition of aurora A (unknown origin)	23664099
Aurora kinase A	IC50	=	1.0	nM	9.0	Inhibition of aurora A (unknown origin)	25369539
Aurora kinase A	IC50	=	1.0	nM	9.0	Inhibition of recombinant mouse aurora kinase A expressed in insect Sf9 cells us...	26101564
Aurora kinase B/Inner centromere protein	IC50	=	1.1	nM	8.96	Inhibition of Aurora-B/INCENP (unknown origin) using biotinylated STK2 substrate...	27391133
Aurora kinase A	IC50	=	1.2	nM	8.92	Inhibition of Aurora A (unknown origin)	30502115
Aurora kinase A	IC50	=	1.2	nM	8.92	Affinity Biochemical interaction: (Radioactive Flashplate assay) EUB0000133b STK...	-
MV4-11	IC50	=	1.2	nM	8.92	Induction of cell cycle arrest in human MV4-11 cells assessed as accumulation of...	36306471
Aurora kinase A	IC50	=	1.2	nM	8.92	Inhibition of AURA (unknown origin)	35167283
Aurora kinase A	IC50	=	1.2	nM	8.92	Inhibition of recombinant Aurora A (unknown origin) by radioactive flashplate as...	32035750
Aurora kinase A	IC50	=	1.2	nM	8.92	Inhibition of Aurora A kinase (unknown origin)	28918096
Aurora kinase A	IC50	=	1.2	nM	8.92	Inhibition of Aurora A (unknown origin)	32352776
Aurora kinase A	IC50	=	1.2	nM	8.92	Inhibition of recombinant Aurora A by radioactive flash plate assay	22803810
Unchecked	IC50	=	3.0	nM	8.52	Suppression of cell mitosis in human multiple myeloma cells	28918096
Aurora kinase B	Ki	=	3.162	nM	8.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL5724801	HEK-293T	304
-	10.6019/CHEMBL5058577	HEK-293T	304
-	10.6019/CHEMBL5058577	Fibroblast	304
-	10.6019/CHEMBL5058577	U2OS	304
-	10.6019/CHEMBL5724801	U2OS	304
-	10.6019/CHEMBL5724801	Fibroblast	304
-	10.6019/CHEMBL5724696	U2OS	16
-	10.6019/CHEMBL5724558	Colon cancer organoid	12
-	10.6019/CHEMBL5674860	Colon cancer organoid	12
26101564	10.1021/ml500409n	Rattus norvegicus	11
25625617	10.1021/jm501599u	NON-PROTEIN TARGET	10
-	10.6019/CHEMBL5058564	U2OS	9
26254279	10.18632/oncotarget.4214	Aurora kinase A	9
-	10.6019/CHEMBL5058564	Fibroblast	9
34009981	10.1021/acs.jmedchem.0c01806	Unchecked	8
-	10.6019/CHEMBL5058564	HEK-293T	8
-	10.6019/CHEMBL5444388	Aurora kinase A	6
-	10.6019/CHEMBL5608141	Colon cancer organoid	6
29191878	10.1126/science.aan4368	Unchecked	5
-	10.1158/2159-8290.CD-23-0050	Colon cancer organoid	5

Data from ChEMBL 36 via Core Engine