3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-{2-[({[(hydrogen phosphonatooxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl)oxy]ethyl}-4-methyl-1,3-thiazol-3-ium

• ChemBase ID: 129847
• Molecular Formular: C12H19N4O10P3S
• Molecular Mass: 504.286343
• Monoisotopic Mass: 504.00347372
• SMILES: Cc1c(sc[n+]1Cc1cnc(nc1N)C)CCOP(=O)(O)OP(=O)(O)OP(=O)(O)[O-]
• Canonical SMILES: Cc1ncc(c(n1)N)C[n+]1csc(c1C)CCOP(=O)(OP(=O)(OP(=O)(O)[O-])O)O
• InChI: InChI=1S/C12H19N4O10P3S/c1-8-11(30-7-16(8)6-10-5-14-9(2)15-12(10)13)3-4-24-28(20,21)26-29(22,23)25-27(17,18)19/h5,7H,3-4,6H2,1-2H3,(H5-,13,14,15,17,18,19,20,21,22,23)
• InChIKey: IWLROWZYZPNOFC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-{2-[({[(hydrogen phosphonatooxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl)oxy]ethyl}-4-methyl-1,3-thiazol-3-ium
• IUPAC Traditional name: thiamine(1+) triphosphate(1-)
• Synonyms: Thiamine triphosphate

Database IDs

• CAS Number: 3475-65-8
• PubChem SID: 162224133
• PubChem CID: 18989
• CHEBI ID: 18284
• Chemspider ID: 17927
• MeSH Name: Thiamine+triphosphate
• Wikipedia Title: Thiamine_triphosphate

CALCULATED PROPERTIES

• Acid pKa: 0.8970078
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -9.330047
• LogD (pH = 7.4): -9.736412
• Log P: -6.793115
• Molar Refractivity: 104.8967 cm^3
• Polarizability: 40.70164 Å^3
• Polar Surface Area: 218.33 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false