Rabeprazole sodiumProduct ingredient for Rabeprazole

Show full entry for Rabeprazole
Name
Rabeprazole sodium
Drug Entry
Rabeprazole

Rabeprazole is an antiulcer drug in the class of proton pump inhibitors. It is a prodrug - in the acid environment of the parietal cells it turns into active sulphenamide form. Rabeprazole inhibits the H+, K+ATPase of the coating gastric cells and dose-dependent oppresses basal and stimulated gastric acid secretion.

See full entry for Rabeprazole
Accession Number
DBSALT000552
Structure
Similar Structures
Synonyms
Not Available
UNII
3L36P16U4R
CAS Number
117976-90-6
Weight
Average: 381.424
Monoisotopic: 381.112306886
Chemical Formula
C18H20N3NaO3S
InChI Key
KRCQSTCYZUOBHN-UHFFFAOYSA-N
InChI
InChI=1S/C18H20N3O3S.Na/c1-13-16(19-9-8-17(13)24-11-5-10-23-2)12-25(22)18-20-14-6-3-4-7-15(14)21-18;/h3-4,6-9H,5,10-12H2,1-2H3;/q-1;+1
IUPAC Name
sodium 2-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methanesulfinyl}-1H-1,3-benzodiazol-1-ide
SMILES
[Na+].COCCCOC1=CC=NC(CS(=O)C2=NC3=CC=CC=C3[N-]2)=C1C
KEGG Compound
C07865
PubChem Compound
14720269
ChemSpider
54689
BindingDB
50247881
ChEBI
8769
ChEMBL
CHEMBL1200930
Predicted Properties
PropertyValueSource
Water Solubility0.427 mg/mLALOGPS
logP1.88ALOGPS
logP2.09Chemaxon
logS-3ALOGPS
pKa (Strongest Acidic)9.35Chemaxon
pKa (Strongest Basic)4.24Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area74.2 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity98.68 m3·mol-1Chemaxon
Polarizability39.2 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon