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olaparib

Structure via PubChem · Public domain (PubChem)

EntityQ7083106· pop 21· linked from 356 articles

Also known as AZD-2281, AZD2281, Lynparza®, KU59436, 4-(3-{[4-(cyclopropylcarbonyl)piperazin-1-yl]carbonyl}-4-fluorobenzyl)phthalazin-1(2H)-one, 1-(Cyclopropylcarbonyl)-4-[5-[(3,4-dihydro-4-oxo-1-phthalazinyl)methyl]-2-fluorobenzoyl]piperazine

Olaparib, sold under the brand name Lynparza, is a medication for the maintenance treatment of BRCA-mutated advanced ovarian cancer in adults. It is a PARP inhibitor, inhibiting poly ADP ribose polymerase (PARP), an enzyme involved in DNA repair. It acts against cancers in people with hereditary BRCA1 or BRCA2 mutations, which include some ovarian, breast, and prostate cancers.

Key facts

Drug.Verifiedfields
changed
Drug.Watchedfields
changed
Drug.verifiedrevid
462264805
Drug.image
Olaparib.svg
Drug.image_class
skin-invert-image
Drug.caption
Above: molecular structure of olaparib Below: 3D representation of an olaparib molecule
Drug.image2
Olaparib 3D.png
Drug.image_class2
bg-transparent
Drug.tradename
Lynparza, others
Drug.MedlinePlus
a614060
Drug.DailyMedID
Olaparib
Drug.pregnancy_AU
D
Drug.routes_of_administration
By mouth
Drug.ATC_prefix
L01
Drug.ATC_suffix
XK01
Drug.legal_AU
S4
Drug.legal_CA
Rx-only
Drug.legal_UK
POM

via Wikipedia infobox

Chemical data

Formula
C24H23FN4O3
Molecular weight
434.5 g/mol
IUPAC name
4-[[3-[4-(cyclopropanecarbonyl)piperazine-1-carbonyl]-4-fluorophenyl]methyl]-2H-phthalazin-1-one
SMILES
C1CC1C(=O)N2CCN(CC2)C(=O)C3=C(C=CC(=C3)CC4=NNC(=O)C5=CC=CC=C54)F
InChIKey
FDLYAMZZIXQODN-UHFFFAOYSA-N
XLogP
1.9
Polar surface area
82.1 Ų
H-bond donors
1
H-bond acceptors
5
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
2014
Admin. routes
oral
Indications
neoplasm, ovarian carcinoma, prostate adenocarcinoma, non-small cell lung carcinoma

via ChEMBL · EBI

Wikidata facts

Mass
434.175
Has use
medication
Show 6 more facts
chemical formula
C₂₄H₂₃FN₄O₃
canonical SMILES
C1CC1C(=O)N2CCN(CC2)C(=O)C3=C(C=CC(=C3)CC4=NNC(=O)C5=CC=CC=C54)F
World Health Organisation international non-proprietary name
olaparib
subject has role
PARP inhibitor
Commons category
Olaparib
medical condition treated
ovarian cancer
Sources (6)

via Wikidata · CC0

~9 min read

Encyclopedic overview

5 sections
Contents
  • Medical uses
  • Side effects
  • Mechanism of action
  • History
  • References

Olaparib, sold under the brand name Lynparza, is a medication for the maintenance treatment of BRCA-mutated advanced ovarian cancer in adults. It is a PARP inhibitor, inhibiting poly ADP ribose polymerase (PARP), an enzyme involved in DNA repair. It acts against cancers in people with hereditary BRCA1 or BRCA2 mutations, which include some ovarian, breast, and prostate cancers.

In December 2014, olaparib was approved for use as a single agent by the European Medicines Agency (EMA) in the European Union and by the Food and Drug Administration (FDA) in the United States.

Excerpted from Wikipedia’s “olaparib” article, available under the CC BY-SA 4.0 licence.