tofogliflozin   Click here for help

GtoPdb Ligand ID: 9395

Synonyms: Apleway® | compound 16d [PMID: 22889351] | CSG-452 | CSG452 | Deberza®
Approved drug
tofogliflozin is an approved drug (Japan (2014))
Compound class: Synthetic organic
Comment: Tofogliflozin is a selective sodium/glucose cotransporter 2 (SGLT2; SLC5A2) inhibitor [2] (a 'gliflozin' family drug [1]) developed as a treatment for type 2 diabetes. We show the anhydrous structure as represented in the INN record for tofogliflozin. In practice the drug is administered as the monohydrate (PubChem CID 46908928).
Tofogliflozin has favourable oral bioavailability and pharmacokinetic profile [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 4
Topological polar surface area 99.38
Molecular weight 386.17
XLogP 2.41
No. Lipinski's rules broken 0
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Canonical SMILES OCC1OC2(OCc3c2cc(cc3)Cc2ccc(cc2)CC)C(C(C1O)O)O
Isomeric SMILES OC[C@H]1O[C@]2(OCc3c2cc(cc3)Cc2ccc(cc2)CC)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C22H26O6/c1-2-13-3-5-14(6-4-13)9-15-7-8-16-12-27-22(17(16)10-15)21(26)20(25)19(24)18(11-23)28-22/h3-8,10,18-21,23-26H,2,9,11-12H2,1H3/t18-,19-,20+,21-,22+/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (Japan (2014))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
9275 tofogliflozin
Synonyms Click here for help
Apleway® | compound 16d [PMID: 22889351] | CSG-452 | CSG452 | Deberza®
Database Links Click here for help
BindingDB Ligand 50396779
CAS Registry No. 903565-83-3
ChEMBL Ligand CHEMBL2110731
DrugCentral Ligand 4892
GtoPdb PubChem SID 328083497
PubChem CID 46908929
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UniChem Compound Search for chemical match using the InChIKey VWVKUNOPTJGDOB-BDHVOXNPSA-N
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