< Back to small molecule database

Doxorubicin

E3L000668
Internal ID: BDB000668
Activity data available Local docking-ready structure
Dock with O14965
Structure
/e3_file/ligand_db/generated/BDB000668/BDB000668.sdf
Basic Properties
Compound ID
E3L000668
Internal ID
BDB000668
Molecular formula
C27H29NO11
Molecular weight
543.525000
Exact mass
543.174061
XLogP
0.0013
TPSA
206.0700
HBA / HBD
12 / 6
Rotatable bonds
5
Heavy atoms / rings
39 / 5
Activity summary
IC50 unknown 40.00000000 nM
1 activity record(s) imported
InChIKey
AOJJSUZBOXZQNB-TZSSRYMLSA-N
SMILES
COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1
Aliases
BDBM22984 (preferred) Doxorubicin (source_name) BDBM22984 (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:BDBM22984 medium
; target=Aurora kinase A
Sources and Literature
Source Source ID Source URL Download URL DOI / PMID
BindingDB BDBM22984 Open - 10.1016/j.ejmech.2011.05.033 PMID: 21664013
PubChem CID31703 Open -
Structure Files
Kind Format Status Docking use File / link Preparation note
canonical_2d SMILES raw Docking-ready COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 keep_bindingdb_unique
generated_3d SDF prepared Docking-ready public/e3_file/ligand_db/generated/BDB000668/BDB000668.sdf Generated from canonical SMILES
generated_3d MOL2 prepared Docking-ready public/e3_file/ligand_db/generated/BDB000668/BDB000668.mol2 Generated from canonical SMILES
docking_ready PDBQT prepared Docking-ready public/e3_file/ligand_db/generated/BDB000668/BDB000668.pdbqt Generated from canonical SMILES
image PNG prepared Reference public/e3_file/ligand_db/generated/BDB000668/BDB000668.png Generated from canonical SMILES
image SVG prepared Reference public/e3_file/ligand_db/generated/BDB000668/BDB000668.svg Generated from canonical SMILES
Activity
Target Source Assay Result Potency Literature Records
Aurora kinase A
O14965
E3 ligase component 		BindingDB:BDBM22984 IC50 40 nM High DOI: 10.1016/j.ejmech.2011.05.033
PMID: 21664013 		1