lansoprazole   Click here for help

GtoPdb Ligand ID: 7208

Synonyms: A-65006 | AG-1749 | Prevacid®
Approved drug
lansoprazole is an approved drug (FDA (1995))
Compound class: Synthetic organic
Comment: Lansoprazole is a proton pump inhibitor drug. The approved drug is a racemic mixture of chemical enantiomers; (S)-lansoprazole and dexlansoprazole. We show the non-stereoisomeric molecule to represent this mixture.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 87.08
Molecular weight 369.08
XLogP 1.89
No. Lipinski's rules broken 0
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Canonical SMILES O=S(c1nc2c([nH]1)cccc2)Cc1nccc(c1C)OCC(F)(F)F
Isomeric SMILES O=S(c1nc2c([nH]1)cccc2)Cc1nccc(c1C)OCC(F)(F)F
InChI InChI=1S/C16H14F3N3O2S/c1-10-13(20-7-6-14(10)24-9-16(17,18)19)8-25(23)15-21-11-4-2-3-5-12(11)22-15/h2-7H,8-9H2,1H3,(H,21,22)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1995))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
6397 lansoprazole
Synonyms Click here for help
A-65006 | AG-1749 | Prevacid®
Database Links Click here for help
CAS Registry No. 103577-45-3
DrugBank Ligand DB00448
DrugCentral Ligand 1547
GtoPdb PubChem SID 178103783
PubChem CID 3883
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Lansoprazole (links to external site)
Cat. No. 2582