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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1219
CHEMBL1219
Compound Name RABEPRAZOLE
ChEMBL Synonyms LY-307640 | RABEPRAZOLE SODIUM | ACIPHEX SPRINKLE | RABEPRAZOLE | ACIPHEX | E-3810 | Aciphex | PARIET
Max Phase 4 (Approved)
Trade Names ACIPHEX | PARIET | RABEPRAZOLE SODIUM | ACIPHEX SPRINKLE
Molecular Formula C18H21N3O3S

Additional synonyms for CHEMBL1219 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COCCCOc1ccnc(C[S+]([O-])c2nc3ccccc3[nH]2)c1C
Standard InChI InChI=1S/C18H21N3O3S/c1-13-16(19-9-8-17(13)24-11-5-10-23-2)1 ...
Download InChI
Standard InChI Key YREYEVIYCVEVJK-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Orange Book
  • Patent Bioactivity Data
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1219

Molecule Features

CHEMBL1219 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Potassium-transporting ATPase inhibitor Potassium-transporting ATPase DailyMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Gastroesophageal RefluxD005764EFO:0003948gastroesophageal reflux disease4ATC
ATC
ClinicalTrials
ClinicalTrials
DailyMed
Gastrointestinal HemorrhageD006471HP:0002239gastrointestinal hemorrhage3ClinicalTrials
Peptic UlcerD010437HP:0004398Peptic ulcer4ATC
ATC
Laryngopharyngeal RefluxD057045EFO:1001355Laryngopharyngeal Reflux2ClinicalTrials
Amyotrophic Lateral SclerosisD000690EFO:0000253amyotrophic lateral sclerosis1ClinicalTrials
Esophagitis, PepticD004942EFO:1001095peptic esophagitis2ClinicalTrials
Helicobacter InfectionsD0164813ClinicalTrials
NeoplasmsD009369EFO:0000311cancer1ClinicalTrials
Cerebrovascular DisordersD002561EFO:0003763cerebrovascular disorder3ClinicalTrials
Zollinger-Ellison SyndromeD015043EFO:0007549Zollinger-Ellison Syndrome4DailyMed
Duodenal UlcerD004381EFO:0004607duodenal ulcer4ClinicalTrials
ClinicalTrials
DailyMed

Clinical Data

ClinicalTrials.gov RABEPRAZOLE
The Cochrane Collaboration RABEPRAZOLE

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 CHEMBL1219. 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.


10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3919 Potassium-transporting ATPase alpha chain 1 Sus scrofa 1.000
CHEMBL3721 Cytochrome P450 2C8 Homo sapiens 0.834

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
359.5 359.1304 2.99 8 77.1 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 1 0 6 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.57 4.54 2.1 2.09 3 25 0.63

Structural Alerts

There are 7 structural alerts for CHEMBL1219. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A02 - DRUGS FOR ACID RELATED DISORDERS
A02B - DRUGS FOR PEPTIC ULCER AND GASTRO-OESOPHAGEAL REFLUX DISEASE (GORD)
A02BC - Proton pump inhibitors
A02BC04 - rabeprazole

A - ALIMENTARY TRACT AND METABOLISM
A02 - DRUGS FOR ACID RELATED DISORDERS
A02B - DRUGS FOR PEPTIC ULCER AND GASTRO-OESOPHAGEAL REFLUX DISEASE (GORD)
A02BC - Proton pump inhibitors
A02BC54 - rabeprazole, combinations

ChemSpider ChemSpider:YREYEVIYCVEVJK-UHFFFAOYSA-N
DailyMed rabeprazole sodium
Wikipedia Rabeprazole

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1219



ACToR 117976-89-3
Brenda 14573
ChEBI 8768
ChemicalBook CB3680731
DrugBank DB01129
DrugCentral 2350
eMolecules 601413
EPA CompTox Dashboard DTXSID3044122
Guide to Pharmacology 7290
Human Metabolome Database HMDB0005026
IBM Patent System 5BDD1F1F2BB79A461AECF02B486DF9C8
KEGG Ligand C07864
LINCS LSM-5045
Mcule MCULE-7848941080
MolPort MolPort-005-935-061
NIH Clinical Collection SAM001246619
Nikkaji J395.966J
PharmGKB PA451216
PubChem 5029
PubChem: Thomson Pharma 14828218
SureChEMBL SCHEMBL23336

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