canagliflozin   Click here for help

GtoPdb Ligand ID: 4582

Synonyms: Invokana® | JNJ-28431754 | TA-7284
Approved drug PDB Ligand
canagliflozin is an approved drug (FDA & EMA (2013))
Compound class: Synthetic organic
Comment: Marketed formulations may contain canagliflozin in a hemihydrate form (PubChem CID 24997615).
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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 5
Topological polar surface area 118.39
Molecular weight 444.14
XLogP 3.2
No. Lipinski's rules broken 0
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Canonical SMILES OCC1OC(c2ccc(c(c2)Cc2ccc(s2)c2ccc(cc2)F)C)C(C(C1O)O)O
Isomeric SMILES OC[C@H]1O[C@@H](c2ccc(c(c2)Cc2ccc(s2)c2ccc(cc2)F)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C24H25FO5S/c1-13-2-3-15(24-23(29)22(28)21(27)19(12-26)30-24)10-16(13)11-18-8-9-20(31-18)14-4-6-17(25)7-5-14/h2-10,19,21-24,26-29H,11-12H2,1H3/t19-,21-,22+,23-,24+/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA & EMA (2013))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
9225 canagliflozin
Synonyms Click here for help
Invokana® | JNJ-28431754 | TA-7284
Database Links Click here for help
CAS Registry No. 842133-18-0 (source: SciFinder)
ChEMBL Ligand CHEMBL2048484
DrugBank Ligand DB08907
DrugCentral Ligand 4758
GtoPdb PubChem SID 178101303
PubChem CID 24812758
Search Google for chemical match using the InChIKey XTNGUQKDFGDXSJ-ZXGKGEBGSA-N
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UniChem Compound Search for chemical match using the InChIKey XTNGUQKDFGDXSJ-ZXGKGEBGSA-N
UniChem Connectivity Search for chemical match using the InChIKey XTNGUQKDFGDXSJ-ZXGKGEBGSA-N
Wikipedia Canagliflozin