thiamine   

GtoPdb Ligand ID: 4629

Synonyms: vitamin B1
Comment: Approved as a nutraceutical by the FDA as thiamine hydrochloride in 1972, no prior history available.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 104.15
Molecular weight 265.11
XLogP 0.38
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OCCc1sc[n+](c1C)Cc1cnc(nc1N)C
Isomeric SMILES OCCc1sc[n+](c1C)Cc1cnc(nc1N)C
InChI InChI=1S/C12H17N4OS/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15)/q+1
InChI Key JZRWCGZRTZMZEH-UHFFFAOYSA-N
Classification
Compound class Metabolite or derivative
IUPAC Name
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium
International Nonproprietary Names
INN number INN
432 thiamine
Synonyms
vitamin B1
Database Links
BitterDB Ligand 68
CAS Registry No. 59-43-8 (source: Scifinder)
ChEMBL Ligand CHEMBL1547
DrugBank Ligand DB00152
DrugCentral Ligand 2832
GtoPdb PubChem SID 178101347
PubChem CID 1130
RCSB PDB Ligand VIB
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Wikipedia Thiamine