thiamine   Click here for help

GtoPdb Ligand ID: 4629

Synonyms: vitamin B1
PDB Ligand
Comment: Approved as a nutraceutical by the FDA as thiamine hydrochloride in 1972, no prior history available.
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2D Structure
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Physico-chemical Properties
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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
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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 Click here for help
Compound class Metabolite or derivative
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium
International Nonproprietary Names Click here for help
INN number INN
432 thiamine
Synonyms Click here for help
vitamin B1
Database Links Click here for help
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