abiraterone   Click here for help

GtoPdb Ligand ID: 6745

PDB Ligand
Compound class: Synthetic organic
Comment: Abiraterone is the active from of the abiraterone acetate prodrug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 1
Topological polar surface area 33.12
Molecular weight 349.24
XLogP 5.54
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OC1CCC2(C(=CCC3C2CCC2(C3CC=C2c2cccnc2)C)C1)C
Isomeric SMILES O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC=C2c2cccnc2)C)C1)C
InChI InChI=1S/C24H31NO/c1-23-11-9-18(26)14-17(23)5-6-19-21-8-7-20(16-4-3-13-25-15-16)24(21,2)12-10-22(19)23/h3-5,7,13,15,18-19,21-22,26H,6,8-12,14H2,1-2H3/t18-,19-,21-,22-,23-,24+/m0/s1
InChI Key GZOSMCIZMLWJML-VJLLXTKPSA-N
Classification Click here for help
Compound class Synthetic organic
WHO Essential Medicine WHO Essential Medicines List (EML) (22nd List, 2021). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
Prodrug abiraterone acetate
IUPAC Name Click here for help
(3S,8R,9S,10R,13S,14S)-10,13-dimethyl-17-pyridin-3-yl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-3-ol
International Nonproprietary Names Click here for help
INN number INN
7375 abiraterone
Database Links Click here for help
CAS Registry No. 154229-19-3 (source: Scifinder)
ChEBI CHEBI:68642
ChEMBL Ligand CHEMBL254328
DrugBank Ligand DB05812
GtoPdb PubChem SID 178103356
PubChem CID 132971
RCSB PDB Ligand AER
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SynPHARM 78807 (in complex with CYP17A1)
UniChem Compound Search for chemical match using the InChIKey GZOSMCIZMLWJML-VJLLXTKPSA-N
UniChem Connectivity Search for chemical match using the InChIKey GZOSMCIZMLWJML-VJLLXTKPSA-N