1-[(4-amino-2-methylpyrimidin-5-yl)methyl]-3-(2-hydroxyethyl)-2-methylpyridin-1-ium phosphono hydrogen phosphate

• ChemBase ID: 4314
• Molecular Formular: C14H22N4O8P2
• Molecular Mass: 436.294002
• Monoisotopic Mass: 436.09128694
• SMILES: Cc1ncc(C[n+]2cccc(CCO)c2C)c(N)n1.P(=O)([O-])(OP(=O)(O)O)O
• Canonical SMILES: [O-]P(=O)(OP(=O)(O)O)O.OCCc1ccc[n+](c1C)Cc1cnc(nc1N)C
• InChI: InChI=1S/C14H19N4O.H4O7P2/c1-10-12(5-7-19)4-3-6-18(10)9-13-8-16-11(2)17-14(13)15;1-8(2,3)7-9(4,5)6/h3-4,6,8,19H,5,7,9H2,1-2H3,(H2,15,16,17);(H2,1,2,3)(H2,4,5,6)/q+1;/p-1
• InChIKey: AKUFQPWTGWGRNF-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(4-amino-2-methylpyrimidin-5-yl)methyl]-3-(2-hydroxyethyl)-2-methylpyridin-1-ium phosphono hydrogen phosphate
• IUPAC Traditional name: 1-[(4-amino-2-methylpyrimidin-5-yl)methyl]-3-(2-hydroxyethyl)-2-methylpyridin-1-ium diphosphate(1-)
• Synonyms: Pyrithiamine Pyrophosphate

Database IDs

• PubChem SID: 46507393; 160967746
• PubChem CID: 5327150; 70789241

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.715633
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -4.182094
• LogD (pH = 7.4): -3.8700838
• Log P: -3.8641462
• Molar Refractivity: 77.3836 cm^3
• Polarizability: 28.125206 Å^3
• Polar Surface Area: 75.91 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.22
• LOG S: -2.87
• Solubility (Water): 6.11e-01 g/l

DETAILS

DrugBank - DB04768

Drug information: experimental