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

• ChemBase ID: 3095
• Molecular Formular: C12H17N4O4PS
• Molecular Mass: 344.326541
• Monoisotopic Mass: 344.07081267
• SMILES: Cc1ncc(C[n+]2csc(CCOP(=O)(O)[O-])c2C)c(N)n1
• Canonical SMILES: Cc1ncc(c(n1)N)C[n+]1csc(c1C)CCOP(=O)(O)[O-]
• InChI: InChI=1S/C12H17N4O4PS/c1-8-11(3-4-20-21(17,18)19)22-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7H,3-4,6H2,1-2H3,(H3-,13,14,15,17,18,19)
• InChIKey: HZSAJDVWZRBGIF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-[2-(hydrogen phosphonatooxy)ethyl]-4-methyl-1,3-thiazol-3-ium
• IUPAC Traditional name: thiamine phosphoester
• Synonyms: Thiamin Phosphate

Database IDs

• CAS Number: 532-40-1
• PubChem SID: 46508670; 160966539
• PubChem CID: 3382778

CALCULATED PROPERTIES

JChem

• Acid pKa: -2.1479108
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -4.693358
• LogD (pH = 7.4): -5.1419535
• Log P: -5.6963162
• Molar Refractivity: 83.1509 cm^3
• Polarizability: 31.242437 Å^3
• Polar Surface Area: 125.27 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.68
• LOG S: -3.65
• Solubility (Water): 8.90e-02 g/l

DETAILS

DrugBank - DB03416

• Drug Groups: experimental
• Description: Thiamine dihydrogen phosphate ester. The monophosphate ester of thiamine. Synonyms: monophosphothiamine; vitamin B1 monophosphate. [PubChem]