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Compound Detail

CHEMBL415049

BARASERTIB
🧪 Phase III
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🧪 Phase III
CCN(CCCOc1ccc2c(Nc3cc(CC(=O)Nc4cccc(F)c4)[nH]n3)ncnc2c1)CCOP(=O)(O)O

Basic Information

ChEMBL ID CHEMBL415049
Name BARASERTIB
Phase Phase III
Structure Type MOL
InChI Key GBJVVSCPOBPEIT-UHFFFAOYSA-N
Active Moiety CHEMBL215152

Known Names

AZD 1152 Azd-1152 AZD1152 Barasertib Barasertib (who-dd)
24
Targets
50
Activities
3
Assay Types
4
PK Parameters
20
Publications
5
Known Names
4
Indications
1
Mechanisms

Molecular Properties

587.5
MW (Da)
3.62
ALogP
9
HBA
5
HBD
174.8
PSA (Ų)
0.10
QED
1
Ro5 Violations
15
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Prodrug Chemical Probe
USAN Stem -sertib

Extended Properties

Molecular Formula C26H31FN7O6P
MW 587.55
Aromatic Rings 4
Heavy Atoms 41
NP-Likeness -1.42

Mechanism of Action

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

Indications

Leukemia, Myeloid, Acute Leukemia, Myeloid Lymphoma Neoplasms

Activity Summary

Kd 20 meas. best 8.1
Ki 16 meas. best 9.45
IC50 14 meas. best 9.43

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Aurora kinase B
CHEMBL2185
Ki 9.45 9.155 0.4 4
Aurora kinase A
CHEMBL4722
IC50 9.43 7.64 0.4 2
Aurora kinase B
CHEMBL2185
IC50 9.43 6.6633 0.4 9
SK-N-BE(2)
CHEMBL5058623
IC50 9.0 9.0 1.0 1
NCI-H82
CHEMBL2366077
IC50 9.0 9.0 1.0 1
Aurora kinase A
CHEMBL4722
Ki 8.86 7.3733 1.4 3
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
Kd 8.1 7.345 8.0 2
Aurora kinase C
CHEMBL3935
Ki 7.77 7.77 17.0 2
Aurora kinase C
CHEMBL3935
IC50 7.77 7.77 17.0 1
Mast/stem cell growth factor receptor Kit
CHEMBL1936
Kd 7.77 7.77 17.0 1
Mast/stem cell growth factor receptor Kit
CHEMBL1936
Ki 7.7 7.7 19.9 1
Ras-related protein Rab-6A
CHEMBL4105703
Kd 7.48 7.48 33.0 1
Platelet-derived growth factor receptor alpha
CHEMBL2007
Kd 7.42 7.42 38.0 1
Platelet-derived growth factor receptor beta
CHEMBL1913
Kd 7.39 6.48 41.0 2
Aurora kinase A
CHEMBL4722
Kd 7.31 7.31 49.0 1
Proto-oncogene tyrosine-protein kinase receptor Ret
CHEMBL2041
Kd 7.1 6.89 80.0 2
Dual specificity mitogen-activated protein kinase kinase 5
CHEMBL4948
Kd 7.09 7.09 82.0 1
Proto-oncogene tyrosine-protein kinase receptor Ret
CHEMBL2041
Ki 6.8 6.8 158.5 1
Vascular endothelial growth factor receptor 2
CHEMBL279
Ki 6.5 6.5 316.2 1
Platelet-derived growth factor receptor beta
CHEMBL1913
Ki 6.5 6.5 316.2 1
Tyrosine-protein kinase Lck
CHEMBL258
Ki 6.0 6.0 1000.0 1
Platelet-derived growth factor receptor alpha
CHEMBL2007
Ki 6.0 6.0 1000.0 1
Macrophage-stimulating protein receptor
CHEMBL2689
Kd 5.85 5.85 1416.0 1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL2292
Kd 5.77 5.77 1699.0 1
Epidermal growth factor receptor
CHEMBL203
Kd 5.76 5.76 1734.0 1
Receptor-interacting serine/threonine-protein kinase 2
CHEMBL5014
Kd 5.73 5.73 1850.0 1
Casein kinase II subunit alpha'
CHEMBL4070
Kd 5.71 5.71 1947.0 1
Unchecked
CHEMBL612545
Kd 5.68 5.68 2071.0 1
Mitogen-activated protein kinase kinase kinase kinase 5
CHEMBL4852
Kd 5.65 5.65 2236.0 1
Tyrosine-protein kinase HCK
CHEMBL3234
Kd 5.54 5.54 2886.0 1
Tyrosine-protein kinase Lyn
CHEMBL3905
Kd 5.44 5.44 3633.0 1
Tyrosine-protein kinase Fyn
CHEMBL1841
Ki 5.4 5.4 3981.1 1

Pharmacokinetic Data

Parameter Value Units Species
CL 14.0 mL.min-1.kg-1 Rattus norvegicus
T1/2 5.0 hr Rattus norvegicus
T1/2 0.25 hr Homo sapiens
Tmax 0.03333 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Aurora kinase B Ki = 0.359 nM 9.45 Inhibition of human aurora B 17026809
Aurora kinase B Ki = 0.36 nM 9.44 Binding affinity to Aurora B (unknown origin) assessed as inhibition constant 17575233
Aurora kinase B Ki = 0.37 nM 9.43 Inhibition of aurora B (unknown origin) 23664099
Aurora kinase B IC50 = 0.37 nM 9.43 Inhibition of Aurora B (unknown origin) 27209235
Aurora kinase A IC50 = 0.37 nM 9.43 Inhibition of recombinant GST-tagged N-terminal truncated human Aurora A (123 to... 34009981
Aurora kinase B IC50 = 0.37 nM 9.43 Inhibition of Aurora B kinase (unknown origin) 33243532
SK-N-BE(2) IC50 = 1.0 nM 9.0 Growth inhibition of human SKNBE2 cells assessed as reduction in cell viability ... 34009981
NCI-H82 IC50 = 1.0 nM 9.0 Growth inhibition of human NCI-H82 cells assessed as reduction in cell viability... 34009981
Aurora kinase A Ki = 1.369 nM 8.86 Binding affinity to Aurora A (unknown origin) assessed as inhibition constant 17575233
Aurora kinase B Ki = 5.012 nM 8.3 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Receptor-type tyrosine-protein kinase FLT3 Kd = 8.0 nM 8.1 Inhibition of Flt3 19320489
Aurora kinase B IC50 = 10.27 nM 7.99 Inhibition of Aurora B in human SW620 cells assessed as inhibition of histone H3... 17575233
Aurora kinase C Ki = 17.0 nM 7.77 Binding affinity to Aurora C (unknown origin) assessed as inhibition constant 17575233
Aurora kinase C IC50 = 17.0 nM 7.77 Competitive inhibition of Aurora C ATP binding site 20420387
Mast/stem cell growth factor receptor Kit Kd = 17.0 nM 7.77 Binding affinity to Kit 19320489
Aurora kinase C Ki = 17.03 nM 7.77 Inhibition of human aurora C 17026809
Mast/stem cell growth factor receptor Kit Ki = 19.95 nM 7.7 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Ras-related protein Rab-6A Kd = 33.0 nM 7.48 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Platelet-derived growth factor receptor alpha Kd = 38.0 nM 7.42 Binding affinity to PDGFRA 19320489
Aurora kinase A Ki = 39.81 nM 7.4 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -

Literature References

Data from ChEMBL 36 via Core Engine