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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL521686
CHEMBL521686
Compound Name OLAPARIB
ChEMBL Synonyms AZD-2281 | AZD2281 | OLAPARIB
Max Phase 4 (Approved)
Trade Names
Molecular Formula C24H23FN4O3

Additional synonyms for CHEMBL521686 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Fc1ccc(CC2=NNC(=O)c3ccccc23)cc1C(=O)N4CCN(CC4)C(=O)C5CC5
Standard InChI InChI=1S/C24H23FN4O3/c25-20-8-5-15(14-21-17-3-1-2-4-18(17)22 ...
Download InChI
Standard InChI Key FDLYAMZZIXQODN-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Sanger Institute Genomics of Drug Sensitivity in Cancer
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL521686

Molecule Features

CHEMBL521686 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
PARP 1, 2 & 3 inhibitor PARP 1, 2 and 3 FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
SARCOMAD012509EFO:0000691SARCOMA1ClinicalTrials
SARCOMA, EWINGD012512EFO:0000174EWING SARCOMA2ClinicalTrials
CARCINOMA, SQUAMOUS CELLD002294EFO:0000181HEAD AND NECK SQUAMOUS CELL CARCINOMA2ClinicalTrials
OVARIAN NEOPLASMSD010051EFO:0003893OVARIAN NEOPLASM4ClinicalTrials
OVARIAN NEOPLASMSD010051Orphanet:398934MALIGNANT EPITHELIAL TUMOR OF OVARY4ClinicalTrials
BREAST NEOPLASMSD001943EFO:0003869BREAST NEOPLASM3ClinicalTrials
COLORECTAL NEOPLASMSD015179EFO:0000365COLORECTAL ADENOCARCINOMA2ClinicalTrials
OVARIAN NEOPLASMSD010051EFO:0001075OVARIAN CARCINOMA4ClinicalTrials
DailyMed
CARCINOMAD002277EFO:0000313CARCINOMA1ClinicalTrials
BREAST NEOPLASMSD001943EFO:0000305BREAST CARCINOMA3ClinicalTrials
CARCINOMA, NON-SMALL-CELL LUNGD002289EFO:0003060NON-SMALL CELL LUNG CARCINOMA2ClinicalTrials
NEOPLASMS, GERM CELL AND EMBRYONALD009373EFO:0000514GERM CELL TUMOR2ClinicalTrials
PROSTATIC NEOPLASMSD011471EFO:0000196METASTATIC PROSTATE CANCER2ClinicalTrials
PROSTATIC NEOPLASMSD011471EFO:0000673PROSTATE ADENOCARCINOMA2ClinicalTrials
NEOPLASMSD009369EFO:0000311CANCER4ClinicalTrials
NEOPLASMSD009369EFO:0000616NEOPLASM4ATC
ClinicalTrials
PANCREATIC NEOPLASMSD010190EFO:0002618PANCREATIC CARCINOMA2ClinicalTrials
PROSTATIC NEOPLASMSD011471EFO:0001663PROSTATE CARCINOMA2ClinicalTrials

Clinical Data

ClinicalTrials.gov OLAPARIB
The Cochrane Collaboration OLAPARIB

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL521686. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL3105 Poly [ADP-ribose] polymerase-1 Homo sapiens 1.000

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3105 Poly [ADP-ribose] polymerase-1 Homo sapiens 1.000

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
434.5 434.1754 2.13 4 82.08 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 1 0 7 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.07 - 1.45 1.45 2 32 0.8

Structural Alerts

There are no structural alerts for CHEMBL521686

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L01 - ANTINEOPLASTIC AGENTS
L01X - OTHER ANTINEOPLASTIC AGENTS
L01XX - Other antineoplastic agents
L01XX46 - olaparib

ChemSpider ChemSpider:FDLYAMZZIXQODN-UHFFFAOYSA-N
DailyMed olaparib
PubChem SID: 124947876 SID: 164339421 SID: 174007124
Wikipedia Olaparib

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL521686



ACToR 937799-91-2 763113-22-0
BindingDB 27566
ChEBI 83766
DrugBank DB09074
DrugCentral 4907
eMolecules 31526131
FDA SRS WOH1JD9AR8
Guide to Pharmacology 7519
IBM Patent System 456A5B05EF3FB0CB69B26289D90B2F4F
LINCS LSM-1145
MolPort MolPort-009-679-395
Nikkaji J2.765.098H
PDBe 09L
PubChem 23725625
PubChem: Drugs of the Future 85197660
PubChem: Thomson Pharma 47209066
Selleck AZD2281(Olaparib)
SureChEMBL SCHEMBL426568
ZINC ZINC000040430143

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/FDLYAMZZIXQODN-UHFFFAOYSA-N spacer
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