ipragliflozin   Click here for help

GtoPdb Ligand ID: 9394

Synonyms: ASP-1941 | ASP1941 | Suglat®
Approved drug
ipragliflozin is an approved drug (Japan (2014))
Compound class: Synthetic organic
Comment: Ipragliflozin is a selective and orally available sodium/glucose cotransporter 2 (SGLT2; SLC5A2) inhibitor [2,4] (a 'gliflozin' family drug [1]) used to treat type 2 diabetes. In practice ipragliflozin is complexed with L-proline in a 1:1 ratio.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 4
Rotatable bonds 4
Topological polar surface area 118.39
Molecular weight 404.11
XLogP 2.54
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCC1OC(c2ccc(c(c2)Cc2cc3c(s2)cccc3)F)C(C(C1O)O)O
Isomeric SMILES OC[C@H]1O[C@@H](c2ccc(c(c2)Cc2cc3c(s2)cccc3)F)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C21H21FO5S/c22-15-6-5-12(21-20(26)19(25)18(24)16(10-23)27-21)7-13(15)9-14-8-11-3-1-2-4-17(11)28-14/h1-8,16,18-21,23-26H,9-10H2/t16-,18-,19+,20-,21+/m1/s1
InChI Key AHFWIQIYAXSLBA-RQXATKFSSA-N
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Summary of Clinical Use Click here for help
Ipragliflozin is approved for use in Japan, the Republic of Korea and Thailand, for the treatment of type 2 diabetes. Phase 3 clinical trial results are reported in [3].