abiraterone acetate   Click here for help

GtoPdb Ligand ID: 9288

Synonyms: Yonsa® | Zytiga®
Approved drug
abiraterone acetate is an approved drug (EMA & FDA (2011))
Compound class: Synthetic organic
Comment: Abiraterone acetate is an ester prodrug of the steroidal drug abiraterone, which acts as an androgen synthesis inhibitor by inhibiting steroid 17alpha-monooxygenase.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 39.19
Molecular weight 391.25
XLogP 6.28
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CC(=O)OC1CCC2(C(=CCC3C2CCC2(C3CC=C2c2cccnc2)C)C1)C
Isomeric SMILES CC(=O)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/C26H33NO2/c1-17(28)29-20-10-12-25(2)19(15-20)6-7-21-23-9-8-22(18-5-4-14-27-16-18)26(23,3)13-11-24(21)25/h4-6,8,14,16,20-21,23-24H,7,9-13,15H2,1-3H3/t20-,21-,23-,24-,25-,26+/m0/s1
InChI Key UVIQSJCZCSLXRZ-UBUQANBQSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA & FDA (2011))
Is prodrug? Yes
Active form abiraterone
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-yl] acetate
Synonyms Click here for help
Yonsa® | Zytiga®
Database Links Click here for help
CAS Registry No. 154229-18-2 (source: PubChem)
ChEMBL Ligand CHEMBL271227
DrugCentral Ligand 4176
GtoPdb PubChem SID 318164807
PubChem CID 9821849
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Wikipedia Abiraterone_acetate

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Tocris
Abiraterone acetate
Cat. No. 6520