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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1503
CHEMBL1503
Compound Name OMEPRAZOLE
ChEMBL Synonyms H 168/68 MAGNESIUM | MOPRAL | LOSEC | H 168/68 | OMEPRAZOLE SODIUM | PRILOSEC OTC | H 168/68 SODIUM | OMEPRAZOLE MAGNESIUM | H-168/68 | OMEPRAZOLE | LOSEC MUPS | OMERAN | ZANPROL | PRILOSEC | MEZZOPRAM | Antra | LOSEC SODIUM
Max Phase 4 (Approved)
Trade Names PRILOSEC OTC | OMEPRAZOLE MAGNESIUM | LOSEC SODIUM | OMEPRAZOLE | Antra | MEZZOPRAM | PRILOSEC | ZANPROL | MOPRAL | OMERAN | LOSEC | LOSEC MUPS
Molecular Formula C17H19N3O3S

Additional synonyms for CHEMBL1503 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1ccc2[nH]c(nc2c1)[S+]([O-])Cc3ncc(C)c(OC)c3C
Standard InChI InChI=1S/C17H19N3O3S/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)1 ...
Download InChI
Standard InChI Key SUBDBMMJDZJVOS-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Curated Drug Pharmacokinetic Data
  • DrugMatrix
  • Drugs for Neglected Diseases Initiative (DNDi)
  • Gene Expression Atlas Compounds
  • Harvard Malaria Screening
  • Open TG-GATEs
  • Orange Book
  • Patent Bioactivity Data
  • 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


CHEMBL1503

Molecule Features

CHEMBL1503 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:Y Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Over-The-Counter

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
AnemiaD000740EFO:0004272anemia1ClinicalTrials
Esophagitis, PepticD004942EFO:1001095peptic esophagitis3ClinicalTrials
Hepatitis CD006526EFO:0003047hepatitis C infection1ClinicalTrials
Lymphoma, B-Cell, Marginal ZoneD018442EFO:0000191MALT lymphoma2ClinicalTrials
NeoplasmsD009369EFO:0000311cancer1ClinicalTrials
Wounds and InjuriesD014947EFO:0000546injury3ClinicalTrials
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease1ClinicalTrials
Arthritis, RheumatoidD001172EFO:0000685rheumatoid arthritis3ClinicalTrials
CoughD003371HP:0012735Cough3ClinicalTrials
Diabetes MellitusD003920EFO:0000400diabetes mellitus1ClinicalTrials
PainD010146EFO:0003843pain3ClinicalTrials
PsoriasisD011565EFO:0000676psoriasis1ClinicalTrials
Carcinoma, Squamous CellD002294EFO:0000181head and neck squamous cell carcinoma2ClinicalTrials
Erectile DysfunctionD007172EFO:0004234erectile dysfunction1ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection1ClinicalTrials
Helicobacter InfectionsD016481EFO:1000961Helicobacter pylori infectious disease3ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm1ClinicalTrials
OsteoarthritisD010003EFO:0002506osteoarthritis3ClinicalTrials
Stomach NeoplasmsD013274EFO:0000178gastric carcinoma3ClinicalTrials
Dermatitis, AtopicD003876EFO:0000274atopic eczema1ClinicalTrials
Gastroesophageal RefluxD005764EFO:0003948gastroesophageal reflux disease4ATC
ClinicalTrials
ClinicalTrials
Zollinger-Ellison SyndromeD015043EFO:0007549Zollinger-Ellison Syndrome2ClinicalTrials
Crohn DiseaseD003424EFO:0000384Crohn's disease1ClinicalTrials
Diabetes Mellitus, Type 1D003922EFO:0001359type I diabetes mellitus3ClinicalTrials
Duodenal UlcerD004381EFO:0004607duodenal ulcer3ClinicalTrials
Hepatitis C, ChronicD019698EFO:0004220Chronic Hepatitis C infection1ClinicalTrials
InfectionD007239EFO:0000544infection1ClinicalTrials
LymphomaD008223EFO:0000574lymphoma2ClinicalTrials
Multiple Sclerosis, Relapsing-RemittingD020529EFO:0003929relapsing-remitting multiple sclerosis3ClinicalTrials
Peptic UlcerD010437HP:0004398Peptic ulcer4ATC
ClinicalTrials
Retinal DiseasesD012164EFO:0003839retinopathy1ClinicalTrials
Spondylitis, AnkylosingD013167EFO:0003898ankylosing spondylitis3ClinicalTrials
Barrett EsophagusD001471EFO:0000280Barrett's esophagus3ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma2ClinicalTrials
Child Development Disorders, PervasiveD002659EFO:0003756autism spectrum disorder1ClinicalTrials
Clostridium InfectionsD003015EFO:1000874commensal Clostridium infectious disease1ClinicalTrials
Colorectal NeoplasmsD015179EFO:1001951colorectal carcinoma2ClinicalTrials
GlaucomaD005901EFO:0000516glaucoma1ClinicalTrials
Head and Neck NeoplasmsD006258EFO:0006859head and neck malignant neoplasia2ClinicalTrials
CysticercosisD003551EFO:0007231cysticercosis3ClinicalTrials
HIV InfectionsD015658EFO:0000180HIV-1 infection1ClinicalTrials
HemorrhageD006470MP:0001914hemorrhage3ClinicalTrials
Idiopathic Pulmonary FibrosisD054990EFO:0000768idiopathic pulmonary fibrosis2ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma1ClinicalTrials
Thyroid NeoplasmsD013964EFO:0002892thyroid carcinoma1ClinicalTrials
Colitis, UlcerativeD003093EFO:0000729ulcerative colitis1ClinicalTrials
Communicable DiseasesD003141EFO:0005741infectious disease1ClinicalTrials
Gastrointestinal HemorrhageD006471HP:0002239gastrointestinal hemorrhage3ClinicalTrials
ClinicalTrials
Helicobacter InfectionsD0164813ClinicalTrials
Pancreatitis, ChronicD050500EFO:0000342chronic pancreatitis3ClinicalTrials
Pulmonary Disease, Chronic ObstructiveD029424EFO:0000341chronic obstructive pulmonary disease1ClinicalTrials

Clinical Data

ClinicalTrials.gov OMEPRAZOLE
The Cochrane Collaboration OMEPRAZOLE

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 CHEMBL1503. 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
CHEMBL3394 Tubulin beta chain Bos taurus 0.996
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.801
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.307

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3919 Potassium-transporting ATPase alpha chain 1 Sus scrofa 1.000
CHEMBL3721 Cytochrome P450 2C8 Homo sapiens 1.000
CHEMBL3658 Tubulin alpha chain Sus scrofa 0.987
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.440

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
345.4 345.1147 2.9 5 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
8.78 4.72 2.36 2.35 3 24 0.77

Structural Alerts

There are 5 structural alerts for CHEMBL1503. 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
A02BC01 - omeprazole

ChemSpider ChemSpider:SUBDBMMJDZJVOS-UHFFFAOYSA-N
DailyMed omeprazole omeprazole magnesium
PubChem SID: 104171331 SID: 11112840 SID: 124882676 SID: 124882677 SID: 144204237 SID: 144207707 SID: 170465443 SID: 174007234 SID: 26751452 SID: 26751453 SID: 50103932 SID: 56422106 SID: 855576
Wikipedia Omeprazole

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1503



ACToR 73590-58-6 119141-89-8 131959-78-9
Atlas omeprazole
BindingDB 50241343
Brenda 2976 14574
ChEBI 77260 91766
ChemicalBook CB8160492 CB6740618
DrugBank DB00338
DrugCentral 1990
eMolecules 4363767 592969
EPA CompTox Dashboard DTXSID6021080
Guide to Pharmacology 4279
Human Metabolome Database HMDB0001913
IBM Patent System 4CEE0AF42CF1110BAA183BD0163A1B05 2218A464BC93BCA9B4E8E0B248E106EC
KEGG Ligand C07324
LINCS LSM-1651
Mcule MCULE-3224208952
MolPort MolPort-003-849-702 MolPort-003-666-741
NIH Clinical Collection SAM001246900
Nikkaji J33.884B
NMRShiftDB 20032654 10018799
PharmGKB PA10075 PA450704
PubChem 4594
PubChem: Drugs of the Future 12013167
PubChem: Thomson Pharma 14753960 14875946
Recon omeprazole
Selleck Omeprazole
SureChEMBL SCHEMBL1191

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