dexlansoprazole   Click here for help

GtoPdb Ligand ID: 5487

Synonyms: (+)-lansoprazol | (R)-lansoprazole | Dexilant SoluTab® | Dexilant® | Kapidex® | T 168390 | TAK 390
Approved drug
dexlansoprazole is an approved drug (FDA (2009); (1995 as lansoprazole))
Compound class: Synthetic organic
Comment: In addition to being an approved drug with INN dexlansoprazole, (R)-lansoprazole is also a component of the approved drug lansoprazole, a racemic mixture of (R)- and (S)- stereoisomers. Use this PubChem link to view all 3 isomers.
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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)/t25-/m1/s1
InChI Key MJIHNNLFOKEZEW-RUZDIDTESA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2009); (1995 as lansoprazole))
IUPAC Name Click here for help
2-[(R)-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methane}sulfinyl]-1H-1,3-benzodiazole
International Nonproprietary Names Click here for help
INN number INN
8524 dexlansoprazole
6397 lansoprazole
Synonyms Click here for help
(+)-lansoprazol | (R)-lansoprazole | Dexilant SoluTab® | Dexilant® | Kapidex® | T 168390 | TAK 390
Database Links Click here for help
CAS Registry No. 138530-94-6
ChEBI CHEBI:6375
ChEMBL Ligand CHEMBL1201863
DrugBank Ligand DB00448
DrugCentral Ligand 4162
GtoPdb PubChem SID 178102134
PubChem CID 9578005
Search Google for chemical match using the InChIKey MJIHNNLFOKEZEW-RUZDIDTESA-N
Search Google for chemicals with the same backbone MJIHNNLFOKEZEW
Search PubMed clinical trials lansoprazole
Search PubMed titles lansoprazole
Search PubMed titles/abstracts lansoprazole
Search UniChem for chemical match using the InChIKey MJIHNNLFOKEZEW-RUZDIDTESA-N
Search UniChem for chemicals with the same backbone MJIHNNLFOKEZEW
Wikipedia Dexlansoprazole, Lansoprazole