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

• ChemBase ID: 1433
• Molecular Formular: C13H19N3O7P2S
• Molecular Mass: 423.318382
• Monoisotopic Mass: 423.04189422
• SMILES: Cc1ccc(C[n+]2csc(CCO[P@@](=O)(O)OP(=O)(O)[O-])c2C)c(N)n1
• Canonical SMILES: Cc1ccc(c(n1)N)C[n+]1csc(c1C)CCO[P@](=O)(OP(=O)(O)[O-])O
• InChI: InChI=1S/C13H19N3O7P2S/c1-9-3-4-11(13(14)15-9)7-16-8-26-12(10(16)2)5-6-22-25(20,21)23-24(17,18)19/h3-4,8H,5-7H2,1-2H3,(H4-,14,15,17,18,19,20,21)
• InChIKey: JHNXLHRDUXBCJW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 46505255; 160964892
• PubChem CID: 5180212

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7583302
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -7.4191985
• LogD (pH = 7.4): -7.224586
• Log P: -5.584761
• Molar Refractivity: 95.1697 cm^3
• Polarizability: 36.747765 Å^3
• Polar Surface Area: 158.91 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.88
• LOG S: -3.48
• Solubility (Water): 1.57e-01 g/l

DETAILS

DrugBank - DB01658

Drug information: experimental