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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201134
CHEMBL1201134
Compound Name LUBIPROSTONE
ChEMBL Synonyms RU-0211 | LUBIPROSTONE | AMITIZA
Max Phase 4 (Approved)
Trade Names AMITIZA
Molecular Formula C20H32F2O5

Additional synonyms for CHEMBL1201134 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCCC(F)(F)[C@@]1(O)CC[C@@H]2[C@@H](CCCCCCC(=O)O)C(=O)C[C@H] ...
Download SMILES
Standard InChI InChI=1S/C20H32F2O5/c1-2-3-11-19(21,22)20(26)12-10-15-14(16( ...
Download InChI
Standard InChI Key WGFOBBZOWHGYQH-MXHNKVEKSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL1201134

Molecule Features

CHEMBL1201134 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Chloride channel protein 2 opener Chloride channel protein 2 DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Opioid-Related DisordersD009293EFO:0005611opioid dependence3ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection2ClinicalTrials
ConstipationD003248HP:0002019constipation4ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
Irritable Bowel SyndromeD043183EFO:0000555irritable bowel syndrome4ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed

Clinical Data

ClinicalTrials.gov LUBIPROSTONE
The Cochrane Collaboration LUBIPROSTONE

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 CHEMBL1201134. 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
CHEMBL1881 Prostanoid EP2 receptor Homo sapiens 1.000
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 1.000
CHEMBL1987 Prostanoid FP receptor Homo sapiens 1.000
CHEMBL2489 Prostanoid EP4 receptor Mus musculus 0.947
CHEMBL4909 Prostanoid EP2 receptor Rattus norvegicus 0.931
CHEMBL4086 Prostanoid EP4 receptor Rattus norvegicus 0.911
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 0.852
CHEMBL2181 Prostanoid EP1 receptor Mus musculus 0.734
CHEMBL1995 Prostanoid IP receptor Homo sapiens 0.304



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1881 Prostanoid EP2 receptor Homo sapiens 1.000
CHEMBL1987 Prostanoid FP receptor Homo sapiens 1.000
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 1.000
CHEMBL4909 Prostanoid EP2 receptor Rattus norvegicus 0.979
CHEMBL4086 Prostanoid EP4 receptor Rattus norvegicus 0.970
CHEMBL1811 Prostanoid EP1 receptor Homo sapiens 0.956
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 0.926
CHEMBL335 Protein-tyrosine phosphatase 1B Homo sapiens 0.914
CHEMBL2489 Prostanoid EP4 receptor Mus musculus 0.907
CHEMBL3807 T-cell protein-tyrosine phosphatase Homo sapiens 0.871
CHEMBL3250 Lysophosphatidic acid receptor Edg-7 Homo sapiens 0.841
CHEMBL2181 Prostanoid EP1 receptor Mus musculus 0.823
CHEMBL253 Cannabinoid CB2 receptor Homo sapiens 0.311
CHEMBL1995 Prostanoid IP receptor Homo sapiens 0.285
CHEMBL3180 Carboxylesterase 2 Homo sapiens 0.260

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
390.5 390.2218 4.31 11 83.83 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 2 0 5 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.77 - 3.84 1.24 0 27 0.51

Structural Alerts

There are 6 structural alerts for CHEMBL1201134. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A06 - DRUGS FOR CONSTIPATION
A06A - DRUGS FOR CONSTIPATION
A06AX - Other drugs for constipation
A06AX03 - lubiprostone

ChemSpider ChemSpider:WGFOBBZOWHGYQH-MXHNKVEKSA-N
DailyMed lubiprostone
PubChem SID: 144206539
Wikipedia Lubiprostone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201134



ACToR 136790-76-6 333963-40-9
ChemicalBook CB32129504 CB4855611
DrugBank DB01046
DrugCentral 4123
eMolecules 32278121 29543540
EPA CompTox Dashboard DTXSID5048639
FDA SRS 7662KG2R6K
Guide to Pharmacology 4242
IBM Patent System BE2944D932C7800E39650DF9B0CB6CE9
MolPort MolPort-006-666-405
Nikkaji J2.581.749D
PubChem 157920
PubChem: Drugs of the Future 12015646
PubChem: Thomson Pharma 14780722 16257021
Selleck Lubiprostone(Amitiza)
SureChEMBL SCHEMBL217184
ZINC ZINC000004217732

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