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Danusertib

E3L067243
Internal ID: LIG001813
MGD Activity data available Local docking-ready structure
Dock with O14965
Structure
/e3_file/ligand_db/generated/LIG001813/LIG001813.sdf
Basic Properties
Compound ID
E3L067243
Internal ID
LIG001813
Molecular formula
C26H30N6O3
Molecular weight
474.565000
Exact mass
474.237939
XLogP
2.6437
TPSA
93.8000
HBA / HBD
6 / 2
Rotatable bonds
6
Heavy atoms / rings
35 / 5
Activity summary
Ki unknown 13.00000000 nM
7 activity record(s) imported
InChIKey
XKFTZKGMDDZMJI-HSZRJFAPSA-N
SMILES
CO[C@@H](C(=O)N1Cc2[nH]nc(NC(=O)c3ccc(N4CCN(C)CC4)cc3)c2C1)c1ccccc1
Aliases
Danusertib (preferred) BDBM12985 (source_id) BDBM209858 (source_id) MolGlueDB:1626 (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:BDBM12985 medium
; target=Aurora kinase A
O14965 AURKA;AIK;AIRK1;ARK1;AURA;AYK1;BTAK;IAK1;STK15;STK6
Aurora kinase A		 reported_binder bindingdb_reported Yes No low BindingDB:BDBM209858 medium
; target=Aurora kinase A
Sources and Literature
Source Source ID Source URL Download URL DOI / PMID
MolGlueDB MGDB1626 Open -
BindingDB BDBM12985 Open - 10.1016/j.bmcl.2008.01.068; 10.1021/jm060897w; 10.1021/jm501326k; 10.1016/j.ejmech.2017.08.045; 10.1016/j.bmc.2020.115351 PMID: 18243698; 17125279; 25369539; 28918096; 32035750
BindingDB BDBM209858 Open - 10.7270/Q2FF3XF8; 10.1016/j.ejmech.2022.114739 PMID: 35167283; 36126386
BindingDB
Related evidence		 BDBM12987 Open - 10.1021/jm060897w; 10.1021/jm8012129 PMID: 17125279; 19320489
same_connectivity_stereo_or_protonation_diff; Tanimoto -
BindingDB
Related evidence		 BDBM50466807 Open - 10.1016/j.ejmech.2017.08.045 PMID: 28918096
same_connectivity_stereo_or_protonation_diff; Tanimoto 1.000000
Deduplication Evidence
Related source Related name Relationship Decision Tanimoto Note
BindingDB:BDBM12985 BDBM12985 exact_full_inchikey no_new_bindingdb_compound_link_evidence_to_base 1.000000
chiral 1.000000 		Exact structure already exists in E3/MolGlue base library
BindingDB:BDBM209858 BDBM209858 exact_full_inchikey no_new_bindingdb_compound_link_evidence_to_base 1.000000
chiral 1.000000 		Exact structure already exists in E3/MolGlue base library
BindingDB:BDBM12987 BDBM12987 same_connectivity_stereo_or_protonation_diff keep_bindingdb_stereo_or_protonation_variant - Connectivity InChIKey matches, but full InChIKey/isomeric SMILES differs
BindingDB:BDBM50466807 BDBM50466807 same_connectivity_stereo_or_protonation_diff keep_bindingdb_stereo_or_protonation_variant 1.000000
chiral 0.846154 		Morgan non-chiral Tanimoto >= 0.95; retained for SAR/stereo review
BindingDB:BDBM50466807 BDBM50466807 same_connectivity_stereo_or_protonation_diff keep_bindingdb_stereo_or_protonation_variant - Connectivity InChIKey matches, but full InChIKey/isomeric SMILES differs
Structure Files
Kind Format Status Docking use File / link Preparation note
canonical_2d SMILES raw Docking-ready CO[C@@H](C(=O)N1Cc2[nH]nc(NC(=O)c3ccc(N4CCN(C)CC4)cc3)c2C1)c1ccccc1 keep_base
generated_3d SDF prepared Docking-ready public/e3_file/ligand_db/generated/LIG001813/LIG001813.sdf Generated from canonical SMILES
generated_3d MOL2 prepared Docking-ready public/e3_file/ligand_db/generated/LIG001813/LIG001813.mol2 Generated from canonical SMILES
docking_ready PDBQT prepared Docking-ready public/e3_file/ligand_db/generated/LIG001813/LIG001813.pdbqt Generated from canonical SMILES
image PNG prepared Reference public/e3_file/ligand_db/generated/LIG001813/LIG001813.png Generated from canonical SMILES
image SVG prepared Reference public/e3_file/ligand_db/generated/LIG001813/LIG001813.svg Generated from canonical SMILES
Activity
Target Source Assay Result Potency Literature Records
Aurora kinase A
O14965
E3 ligase component 		BindingDB:BDBM12985 IC50 13 nM High DOI: 10.1021/jm060897w
PMID: 17125279 		1
Aurora kinase A
O14965
E3 ligase component 		BindingDB:BDBM209858 IC50 13 nM High DOI: 10.7270/Q2FF3XF8
PMID: 35167283 		1
Aurora kinase A
O14965
E3 ligase component 		BindingDB:BDBM12985 IC50 13 nM High DOI: 10.1016/j.ejmech.2017.08.045
PMID: 28918096 		1
Aurora kinase A
O14965
E3 ligase component 		BindingDB:BDBM209858 IC50 13 nM High DOI: 10.1016/j.ejmech.2022.114739
PMID: 36126386 		1
Aurora kinase A
O14965
E3 ligase component 		BindingDB:BDBM12985 IC50 13 nM High DOI: 10.1021/jm501326k
PMID: 25369539 		1
Aurora kinase A
O14965
E3 ligase component 		BindingDB:BDBM12985 IC50 13 nM High DOI: 10.1016/j.bmc.2020.115351
PMID: 32035750 		1
Aurora kinase A
O14965
E3 ligase component 		BindingDB:BDBM12985 Ki 13 nM High DOI: 10.1016/j.bmcl.2008.01.068
PMID: 18243698 		1