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

• ChemBase ID: 2527
• Molecular Formular: C13H19N3O7P2S
• Molecular Mass: 423.318382
• Monoisotopic Mass: 423.04189422
• SMILES: Cc1cc(N)c(C[n+]2csc(CCO[P@@](=O)(O)OP(=O)(O)[O-])c2C)cn1
• Canonical SMILES: Cc1ncc(c(c1)N)C[n+]1csc(c1C)CCO[P@](=O)(OP(=O)(O)[O-])O
• InChI: InChI=1S/C13H19N3O7P2S/c1-9-5-12(14)11(6-15-9)7-16-8-26-13(10(16)2)3-4-22-25(20,21)23-24(17,18)19/h5-6,8H,3-4,7H2,1-2H3,(H4-,14,15,17,18,19,20,21)
• InChIKey: NWZZJKMZTWGIFE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 46508102; 160965977
• PubChem CID: 5180213

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7583319
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -7.595133
• LogD (pH = 7.4): -7.909209
• Log P: -5.674312
• Molar Refractivity: 94.8562 cm^3
• Polarizability: 36.74404 Å^3
• Polar Surface Area: 158.91 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.07
• LOG S: -3.54
• Solubility (Water): 1.38e-01 g/l

DETAILS

DrugBank - DB02814

Drug information: experimental