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
SMILES / InChI / InChIKey
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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)
InChI Key MJIHNNLFOKEZEW-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1995))
IUPAC Name Click here for help
2-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methanesulfinyl}-1H-1,3-benzodiazole
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
ChEMBL Ligand CHEMBL480
DrugBank Ligand DB00448
DrugCentral Ligand 1547
GtoPdb PubChem SID 178103783
PubChem CID 3883
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Wikipedia lansoprazole

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Tocris
Lansoprazole
Cat. No. 2582