auranofin   

GtoPdb Ligand ID: 6306

Synonyms: Ridaura® | SK&F-39162 | SK-39162
auranofin is an approved drug (FDA (1985))
Compound class: Synthetic organic
Comment: Auranofin is a gold-containing complex, antirheumatic agent.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 0
Rotatable bonds 15
Topological polar surface area 139.73
Molecular weight 678.13
XLogP 2.93
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CC[P+]([Au-]SC1OC(COC(=O)C)C(C(C1OC(=O)C)OC(=O)C)OC(=O)C)(CC)CC
Isomeric SMILES CC[P+]([Au-]S[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C)(CC)CC
InChI InChI=1S/C14H20O9S.C6H15P.Au/c1-6(15)19-5-10-11(20-7(2)16)12(21-8(3)17)13(14(24)23-10)22-9(4)18;1-4-7(5-2)6-3;/h10-14,24H,5H2,1-4H3;4-6H2,1-3H3;/q;;+1/p-1/t10-,11-,12+,13-,14+;;/m1../s1
InChI Key AUJRCFUBUPVWSZ-XTZHGVARSA-M
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1985))
IUPAC Name
gold(+1) cation; (2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-thiolate; triethylphosphane
International Nonproprietary Names
INN number INN
3972 auranofin
Synonyms
Ridaura® | SK&F-39162 | SK-39162
Database Links
CAS Registry No. 34031-32-8 (source: SciFinder)
ChEBI CHEBI:2922
ChEMBL Ligand CHEMBL1366
GtoPdb PubChem SID 178102925
PubChem CID 16667669
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Wikipedia Auranofin

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Auranofin
Cat. No. 4600