rabeprazole   Click here for help

GtoPdb Ligand ID: 7290

Synonyms: AcipHex® | E-3810 | Pariet®
Approved drug
rabeprazole is an approved drug (FDA (1999))
Compound class: Synthetic organic
Comment: Rabeprazole is a proton pump inhibitor. This compound is a prodrug which is converted into the active sulphenamide form in the acid environment of the parietal cells.
Marketed formulations may contain rabeprazole sodium (PubChem CID 14720269).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 96.31
Molecular weight 359.13
XLogP 0.63
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES COCCCOc1ccnc(c1C)CS(=O)c1nc2c([nH]1)cccc2
Isomeric SMILES COCCCOc1ccnc(c1C)CS(=O)c1nc2c([nH]1)cccc2
InChI InChI=1S/C18H21N3O3S/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,(H,20,21)
InChI Key YREYEVIYCVEVJK-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1999))
IUPAC Name Click here for help
2-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methanesulfinyl}-1H-1,3-benzodiazole
International Nonproprietary Names Click here for help
INN number INN
7112 rabeprazole
Synonyms Click here for help
AcipHex® | E-3810 | Pariet®
Database Links Click here for help
CAS Registry No. 17976-89-3
ChEMBL Ligand CHEMBL1219
DrugBank Ligand DB01129
DrugCentral Ligand 2350
GtoPdb PubChem SID 178103864
PubChem CID 5029
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Wikipedia Rabeprazole