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Barasertib

E3L049486
Internal ID: BDB049486
Activity data available Local docking-ready structure
Dock with O14965
Structure
/e3_file/ligand_db/generated/BDB049486/BDB049486.sdf
Basic Properties
Compound ID
E3L049486
Internal ID
BDB049486
Molecular formula
C26H31FN7O6P
Molecular weight
587.549000
Exact mass
587.205747
XLogP
3.6169
TPSA
174.8200
HBA / HBD
9 / 5
Rotatable bonds
15
Heavy atoms / rings
41 / 4
Activity summary
IC50 unknown 0.37000000 nM
5 activity record(s) imported
InChIKey
GBJVVSCPOBPEIT-UHFFFAOYSA-N
SMILES
CCN(CCCOc1ccc2c(Nc3cc(CC(=O)Nc4cccc(F)c4)n[nH]3)ncnc2c1)CCOP(=O)(O)O
Aliases
BDBM50241089 (preferred) Barasertib (source_name) BDBM50241089 (source_id)
E3 Relation
E3 UniProt Gene / protein Relation type Ligand role Direct Functional Docking Source Evidence
O14965 AURKA;AIK;AIRK1;ARK1;AURA;AYK1;BTAK;IAK1;STK15;STK6
Aurora kinase A		 reported_binder bindingdb_reported Yes No low BindingDB:BDBM50241089 medium
; target=Aurora kinase A
Sources and Literature
Source Source ID Source URL Download URL DOI / PMID
BindingDB BDBM50241089 Open - 10.1016/j.bmcl.2013.04.039; 10.7270/Q2W95FZM; 10.1021/cb200305u; 10.1021/jm901870q; 10.1021/acs.jmedchem.0c01806 PMID: 23664099; 17575233; 21992004; 20420387; 34009981
PubChem CID11497983 Open -
Structure Files
Kind Format Status Docking use File / link Preparation note
canonical_2d SMILES raw Docking-ready CCN(CCCOc1ccc2c(Nc3cc(CC(=O)Nc4cccc(F)c4)n[nH]3)ncnc2c1)CCOP(=O)(O)O keep_bindingdb_unique
generated_3d SDF prepared Docking-ready public/e3_file/ligand_db/generated/BDB049486/BDB049486.sdf Generated from canonical SMILES
generated_3d MOL2 prepared Docking-ready public/e3_file/ligand_db/generated/BDB049486/BDB049486.mol2 Generated from canonical SMILES
docking_ready PDBQT prepared Docking-ready public/e3_file/ligand_db/generated/BDB049486/BDB049486.pdbqt Generated from canonical SMILES
image PNG prepared Reference public/e3_file/ligand_db/generated/BDB049486/BDB049486.png Generated from canonical SMILES
image SVG prepared Reference public/e3_file/ligand_db/generated/BDB049486/BDB049486.svg Generated from canonical SMILES
Activity
Target Source Assay Result Potency Literature Records
Aurora kinase A
O14965
E3 ligase component 		BindingDB:BDBM50241089 IC50 193 nM Moderate DOI: 10.1021/cb200305u
PMID: 21992004 		1
Aurora kinase A
O14965
E3 ligase component 		BindingDB:BDBM50241089 IC50 0.37 nM Very high DOI: 10.1021/acs.jmedchem.0c01806
PMID: 34009981 		1
Aurora kinase A
O14965
E3 ligase component 		BindingDB:BDBM50241089 IC50 1400 nM Low DOI: 10.1021/jm901870q
PMID: 20420387 		1
Aurora kinase A
O14965
E3 ligase component 		BindingDB:BDBM50241089 Ki 1368 nM Low DOI: 10.1016/j.bmcl.2013.04.039
PMID: 23664099 		1
Aurora kinase A
O14965
E3 ligase component 		BindingDB:BDBM50241089 Ki 1.4 nM Very high DOI: 10.7270/Q2W95FZM
PMID: 17575233 		1