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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL548
CHEMBL548
Compound Name DINOPROSTONE
ChEMBL Synonyms U-12,062 | PROPESS | DINOPROSTONE | PROSTIN E2 | PREPIDIL | CERVIDIL | DINOPROSTONE BETA-CYCLODEXTRIN CLATHRATE
Max Phase 4 (Approved)
Trade Names PROPESS | PROSTIN E2 | PREPIDIL | CERVIDIL
Molecular Formula C20H32O5

Additional synonyms for CHEMBL548 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)CC(=O)[C@@H]1C\C=C/CCCC(=O)O
Standard InChI InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(1 ...
Download InChI
Standard InChI Key XEYBRNLFEZDVAW-ARSRFYASSA-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


CHEMBL548

Molecule Features

CHEMBL548 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:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Prostaglandin E2 receptor agonist Prostaglandin E2 receptor FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
PregnancyD011247EFO:0002950pregnancy3ClinicalTrials
PainD010146EFO:0003843pain3ClinicalTrials

Clinical Data

ClinicalTrials.gov DINOPROSTONE
The Cochrane Collaboration DINOPROSTONE

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 CHEMBL548. 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
CHEMBL1881 Prostanoid EP2 receptor Homo sapiens 1.000
CHEMBL1811 Prostanoid EP1 receptor Homo sapiens 1.000
CHEMBL1836 Prostanoid EP4 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
CHEMBL4336 Prostanoid EP3 receptor Mus musculus 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
CHEMBL4427 Prostanoid DP receptor Homo sapiens 0.999
CHEMBL3710 Prostanoid EP3 receptor Homo sapiens 0.995
CHEMBL3250 Lysophosphatidic acid receptor Edg-7 Homo sapiens 0.978
CHEMBL3911 Leukotriene B4 receptor 1 Homo sapiens 0.945
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.902
CHEMBL1835 Thromboxane-A synthase Homo sapiens 0.896
CHEMBL5103 Histone deacetylase 10 Homo sapiens 0.440
CHEMBL3310 Histone deacetylase 11 Homo sapiens 0.391



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1987 Prostanoid FP receptor Homo sapiens 1.000
CHEMBL1881 Prostanoid EP2 receptor Homo sapiens 1.000
CHEMBL1995 Prostanoid IP receptor Homo sapiens 1.000
CHEMBL1811 Prostanoid EP1 receptor Homo sapiens 1.000
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 1.000
CHEMBL2181 Prostanoid EP1 receptor Mus musculus 1.000
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 1.000
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 1.000
CHEMBL2489 Prostanoid EP4 receptor Mus musculus 1.000
CHEMBL4336 Prostanoid EP3 receptor Mus musculus 1.000
CHEMBL4086 Prostanoid EP4 receptor Rattus norvegicus 1.000
CHEMBL4909 Prostanoid EP2 receptor Rattus norvegicus 1.000
CHEMBL3710 Prostanoid EP3 receptor Homo sapiens 1.000
CHEMBL3156 Thromboxane A2 receptor Rattus norvegicus 1.000
CHEMBL1628461 Oxoeicosanoid receptor 1 Homo sapiens 1.000
CHEMBL4427 Prostanoid DP receptor Homo sapiens 1.000
CHEMBL3911 Leukotriene B4 receptor 1 Homo sapiens 0.999
CHEMBL3250 Lysophosphatidic acid receptor Edg-7 Homo sapiens 0.996
CHEMBL3775 Dual specificity phosphatase Cdc25A Homo sapiens 0.993
CHEMBL1835 Thromboxane-A synthase Homo sapiens 0.990

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
352.5 352.225 3.25 12 94.83 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
4.75 - 2.97 .36 0 25 0.37

Structural Alerts

There are 5 structural alerts for CHEMBL548. To view alerts please click here.

Compound Cross References

ATC G - GENITO URINARY SYSTEM AND SEX HORMONES
G02 - OTHER GYNECOLOGICALS
G02A - UTEROTONICS
G02AD - Prostaglandins
G02AD02 - dinoprostone

ChemSpider ChemSpider:XEYBRNLFEZDVAW-ARSRFYASSA-N
DailyMed dinoprostone
PubChem SID: 144204747 SID: 170465000 SID: 26753268 SID: 26753269 SID: 26753270 SID: 50105679
Wikipedia Prostaglandin_E2

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL548



ACToR 363-24-6
BindingDB 35847
Brenda 138728 2700 913 55673 153411 195152 121883 16018 154396 131299
ChEBI 15551
ChemicalBook CB8461799
DrugBank DB00917
DrugCentral 913
eMolecules 531175 17497545
EPA CompTox Dashboard DTXSID4022947
FDA SRS K7Q1JQR04M
Guide to Pharmacology 1916 1883
Human Metabolome Database HMDB0001220
IBM Patent System 75BC2CA7C6F4C78990C4F7140E667DEF
KEGG Ligand C00584
LINCS LSM-42919
LipidMaps LMFA03010003
Metabolights MTBLC15551
MolPort MolPort-003-939-184
Nikkaji J9.243F
PDBe P2E
PharmGKB PA449345
PubChem 5280360
PubChem: Drugs of the Future 99431525
PubChem: Thomson Pharma 14900948 14778621
Selleck prostaglandin-e2-cervidil
SureChEMBL SCHEMBL25533
ZINC ZINC000003830713

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