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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1139
CHEMBL1139
Compound Name EPOPROSTENOL
ChEMBL Synonyms VELETRI | PROSTACYCLIN | PGX | PGI2 | EPOPROSTENOLSODIUM | EPOPROSTENOL SODIUM | PROSTAGLANDIN X | PG-I2 | EPOPROSTENOL | Flolan | U-53,217A | FLOLAN | U-53,217 | PROSTAGLANDIN I2
Max Phase 4 (Approved)
Trade Names VELETRI | EPOPROSTENOL SODIUM | FLOLAN
Molecular Formula C20H32O5

Additional synonyms for CHEMBL1139 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@@H]2O\C(=C/CCCC(=O)O)\C[ ...
Download SMILES
Standard InChI InChI=1S/C20H32O5/c1-2-3-4-7-14(21)10-11-16-17-12-15(8-5-6-9 ...
Download InChI
Standard InChI Key KAQKFAOMNZTLHT-OZUDYXHBSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1139

Molecule Features

CHEMBL1139 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Prostanoid IP receptor agonist Prostanoid IP receptor FDA ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Hypertension, PulmonaryD006976EFO:0001361pulmonary hypertension3ClinicalTrials
ThrombosisD013927HP:0004419Recurrent thrombophlebitis4ATC
Wounds and InjuriesD014947EFO:0000546injury1ClinicalTrials
Subarachnoid HemorrhageD013345EFO:0000713subarachnoid hemorrhage2ClinicalTrials
Kidney DiseasesD007674EFO:0003086kidney disease3ClinicalTrials
Reperfusion InjuryD015427EFO:0002687ischemia reperfusion injury2ClinicalTrials

Clinical Data

ClinicalTrials.gov EPOPROSTENOL
The Cochrane Collaboration EPOPROSTENOL

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 CHEMBL1139. 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
CHEMBL1987 Prostanoid FP receptor Homo sapiens 1.000
CHEMBL2181 Prostanoid EP1 receptor Mus musculus 1.000
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 1.000
CHEMBL2489 Prostanoid EP4 receptor Mus musculus 1.000
CHEMBL1881 Prostanoid EP2 receptor Homo sapiens 1.000
CHEMBL1811 Prostanoid EP1 receptor Homo sapiens 1.000
CHEMBL4336 Prostanoid EP3 receptor Mus musculus 1.000
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 1.000
CHEMBL4086 Prostanoid EP4 receptor Rattus norvegicus 1.000
CHEMBL4909 Prostanoid EP2 receptor Rattus norvegicus 1.000
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 1.000
CHEMBL1995 Prostanoid IP receptor Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.993
CHEMBL402 HMG-CoA reductase Homo sapiens 0.982
CHEMBL3250 Lysophosphatidic acid receptor Edg-7 Homo sapiens 0.870
CHEMBL2966 Adenosine deaminase Bos taurus 0.531
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.516
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.468
CHEMBL3377 Neuraminidase Influenza B virus (strain B/Lee/1940) 0.208



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1987 Prostanoid FP receptor Homo sapiens 1.000
CHEMBL2181 Prostanoid EP1 receptor Mus musculus 1.000
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 1.000
CHEMBL2489 Prostanoid EP4 receptor Mus musculus 1.000
CHEMBL1881 Prostanoid EP2 receptor Homo sapiens 1.000
CHEMBL4336 Prostanoid EP3 receptor Mus musculus 1.000
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 1.000
CHEMBL1811 Prostanoid EP1 receptor Homo sapiens 1.000
CHEMBL4909 Prostanoid EP2 receptor Rattus norvegicus 1.000
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 1.000
CHEMBL4086 Prostanoid EP4 receptor Rattus norvegicus 1.000
CHEMBL3156 Thromboxane A2 receptor Rattus norvegicus 1.000
CHEMBL1995 Prostanoid IP receptor Homo sapiens 1.000
CHEMBL402 HMG-CoA reductase Homo sapiens 1.000
CHEMBL3710 Prostanoid EP3 receptor Homo sapiens 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 0.999
CHEMBL1628461 Oxoeicosanoid receptor 1 Homo sapiens 0.996
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.962
CHEMBL3250 Lysophosphatidic acid receptor Edg-7 Homo sapiens 0.958
CHEMBL3775 Dual specificity phosphatase Cdc25A Homo sapiens 0.936

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
352.5 352.225 3.41 10 86.99 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 3 0 5 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.7 - 1.75 -.92 0 25 0.41

Structural Alerts

There are 3 structural alerts for CHEMBL1139. To view alerts please click here.

Compound Cross References

ATC B - BLOOD AND BLOOD FORMING ORGANS
B01 - ANTITHROMBOTIC AGENTS
B01A - ANTITHROMBOTIC AGENTS
B01AC - Platelet aggregation inhibitors excl. heparin
B01AC09 - epoprostenol

ChemSpider ChemSpider:KAQKFAOMNZTLHT-OZUDYXHBSA-N
DailyMed epoprostenol sodium
PubChem SID: 26754811 SID: 50112680

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1139



ACToR 35121-78-9
Brenda 47566 6018 29197 204317
ChEBI 15552
DrugCentral 1034
EPA CompTox Dashboard DTXSID5022988
FDA SRS DCR9Z582X0
Guide to Pharmacology 1915
Human Metabolome Database HMDB0001335
LipidMaps LMFA03010087
Metabolights MTBLC15552
Nikkaji J17.550A
PubChem 5282411
PubChem: Thomson Pharma 14900947
SureChEMBL SCHEMBL8041
ZINC ZINC000003813078

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