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
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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)
Bioactivity Comments
Much of the experimental work on proton pump inhibitors has been carried out in non-human animal models. There appears to be no publicly available bioactivity data for this drug at its human molecular targets