3-[(4-amino-2,6-dimethylpyrimidin-5-yl)methyl]-5-(2-{[(hydrogen phosphonatooxy)(hydroxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium

• ChemBase ID: 1456
• Molecular Formular: C13H20N4O7P2S
• Molecular Mass: 438.333022
• Monoisotopic Mass: 438.05279326
• SMILES: Cc1nc(C)c(C[n+]2csc(CCO[P@@](=O)(O)OP(=O)(O)[O-])c2C)c(N)n1
• Canonical SMILES: Cc1nc(C)c(c(n1)N)C[n+]1csc(c1C)CCO[P@](=O)(OP(=O)(O)[O-])O
• InChI: InChI=1S/C13H20N4O7P2S/c1-8-11(13(14)16-10(3)15-8)6-17-7-27-12(9(17)2)4-5-23-26(21,22)24-25(18,19)20/h7H,4-6H2,1-3H3,(H4-,14,15,16,18,19,20,21,22)
• InChIKey: XTYXJYCWAJSHCY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(4-amino-2,6-dimethylpyrimidin-5-yl)methyl]-5-(2-{[(hydrogen phosphonatooxy)(hydroxy)phosphoryl]oxy}ethyl)-4-methyl-1,3-thiazol-3-ium
• IUPAC Traditional name: @6'-methyl-thiamin diphosphate
• Synonyms: 6'-Methyl-Thiamin Diphosphate

Database IDs

• PubChem SID: 46505906; 160964915
• PubChem CID: 4477692

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7589586
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -7.2364397
• LogD (pH = 7.4): -7.026469
• Log P: -6.149939
• Molar Refractivity: 98.6153 cm^3
• Polarizability: 37.681114 Å^3
• Polar Surface Area: 171.8 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.03
• LOG S: -3.28
• Solubility (Water): 2.59e-01 g/l

DETAILS

DrugBank - DB01682

Drug information: experimental