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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL494
CHEMBL494
Compound Name ILOPROST
ChEMBL Synonyms ILOPROST | CILOPROST | VENTAVIS | ZK 00036374
Max Phase 4 (Approved)
Trade Names VENTAVIS
Molecular Formula C22H32O4

Additional synonyms for CHEMBL494 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC#CCC(C)[C@H](O)\C=C\[C@H]1[C@H](O)C[C@@H]2C\C(=C/CCCC(=O)O ...
Download SMILES
Standard InChI InChI=1S/C22H32O4/c1-3-4-7-15(2)20(23)11-10-18-19-13-16(8-5- ...
Download InChI
Standard InChI Key HIFJCPQKFCZDDL-ACWOEMLNSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL494

Molecule Features

CHEMBL494 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:N Parenteral:N Topical:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Pulmonary Disease, Chronic ObstructiveD029424EFO:0000341chronic obstructive pulmonary disease2ClinicalTrials
Respiratory Distress Syndrome, AdultD012128EFO:1000637acute respiratory distress syndrome3ClinicalTrials
ThrombosisD013927HP:0004419Recurrent thrombophlebitis4ATC
Lung NeoplasmsD008175EFO:0001071lung carcinoma2ClinicalTrials
Renal Insufficiency, ChronicD051436EFO:0003884chronic kidney disease2ClinicalTrials
Scleroderma, SystemicD012595EFO:0000717systemic scleroderma2ClinicalTrials
Shock, SepticD012772EFO:0006834septic shock2ClinicalTrials
AsthmaD001249EFO:0000270asthma0ClinicalTrials
Hypertension, PulmonaryD006976EFO:0001361pulmonary hypertension3ClinicalTrials
Death, Sudden, CardiacD016757EFO:0004278sudden cardiac arrest2ClinicalTrials

Clinical Data

ClinicalTrials.gov ILOPROST
The Cochrane Collaboration ILOPROST

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 CHEMBL494. 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
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 1.000
CHEMBL2181 Prostanoid EP1 receptor Mus musculus 1.000
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 1.000
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 1.000
CHEMBL1881 Prostanoid EP2 receptor Homo sapiens 1.000
CHEMBL2489 Prostanoid EP4 receptor Mus musculus 1.000
CHEMBL1811 Prostanoid EP1 receptor Homo sapiens 0.999
CHEMBL1995 Prostanoid IP receptor Homo sapiens 0.679
CHEMBL4336 Prostanoid EP3 receptor Mus musculus 0.215



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1987 Prostanoid FP receptor Homo sapiens 1.000
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 1.000
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 1.000
CHEMBL1881 Prostanoid EP2 receptor Homo sapiens 1.000
CHEMBL2181 Prostanoid EP1 receptor Mus musculus 1.000
CHEMBL1811 Prostanoid EP1 receptor Homo sapiens 1.000
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 0.999
CHEMBL1995 Prostanoid IP receptor Homo sapiens 0.999
CHEMBL3156 Thromboxane A2 receptor Rattus norvegicus 0.996
CHEMBL2489 Prostanoid EP4 receptor Mus musculus 0.995
CHEMBL4336 Prostanoid EP3 receptor Mus musculus 0.565

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
360.5 360.2301 3.54 8 77.76 ACID


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.77 - 3.28 .68 0 26 0.35

Structural Alerts

There are 4 structural alerts for CHEMBL494. 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
B01AC11 - iloprost

ChemSpider ChemSpider:HIFJCPQKFCZDDL-ACWOEMLNSA-N
DailyMed iloprost

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL494



Atlas iloprost
BindingDB 23954
ChEBI 63916
DrugBank DB01088
DrugCentral 1422
eMolecules 27315410
LINCS LSM-43147
MolPort MolPort-023-276-312
PubChem 5311181
PubChem: Drugs of the Future 12013823
PubChem: Thomson Pharma 14925954 14876806
SureChEMBL SCHEMBL6083382

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