olaparib   Click here for help

GtoPdb Ligand ID: 7519

Synonyms: AZD-2281 | AZD2281 | Lynparza®
Approved drug PDB Ligand
olaparib is an approved drug (EMA & FDA (2014))
Compound class: Synthetic organic
Comment: Olaparib is an AstraZeneca poly ADP ribose polymerase (PARP) inhibitor [8]. It is discussed in the AZ 2014 review paper [3].
Cancer cells carrying BRCA mutations become more reliant on PARP activity to maintain DNA repair [10], so this enzyme represents a vulnerable target for pharmaceutical intervention in these cancers.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 86.37
Molecular weight 434.18
XLogP 2.44
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C(N1CCN(CC1)C(=O)c1cc(ccc1F)Cc1n[nH]c(=O)c2c1cccc2)C1CC1
Isomeric SMILES O=C(N1CCN(CC1)C(=O)c1cc(ccc1F)Cc1n[nH]c(=O)c2c1cccc2)C1CC1
InChI InChI=1S/C24H23FN4O3/c25-20-8-5-15(14-21-17-3-1-2-4-18(17)22(30)27-26-21)13-19(20)24(32)29-11-9-28(10-12-29)23(31)16-6-7-16/h1-5,8,13,16H,6-7,9-12,14H2,(H,27,30)
InChI Key FDLYAMZZIXQODN-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA & FDA (2014))
IUPAC Name Click here for help
4-[[3-[4-(cyclopropanecarbonyl)piperazine-1-carbonyl]-4-fluorophenyl]methyl]-2H-phthalazin-1-one
International Nonproprietary Names Click here for help
INN number INN
8685 olaparib
Synonyms Click here for help
AZD-2281 | AZD2281 | Lynparza®
Database Links Click here for help
CAS Registry No. 763113-22-0
ChEMBL Ligand CHEMBL521686
DrugCentral Ligand 4907
GtoPdb PubChem SID 187051821
PubChem CID 23725625
RCSB PDB Ligand 09L
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SynPHARM 79917 (in complex with poly(ADP-ribose) polymerase 1)
79918 (in complex with poly(ADP-ribose) polymerase 2)
Wikipedia Olaparib