{[(2S,3R,4R,5R)-5-(3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-2-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 3371
• Molecular Formular: C8H12N3O9P
• Molecular Mass: 325.169341
• Monoisotopic Mass: 325.03111561
• SMILES: O[C@H]1[C@H](COP(=O)(O)O)O[C@H]([C@@H]1O)n1ncc(=O)[nH]c1=O
• Canonical SMILES: O[C@@H]1[C@@H](O)[C@@H](O[C@H]1n1ncc(=O)[nH]c1=O)COP(=O)(O)O
• InChI: InChI=1S/C8H12N3O9P/c12-4-1-9-11(8(15)10-4)7-6(14)5(13)3(20-7)2-19-21(16,17)18/h1,3,5-7,13-14H,2H2,(H,10,12,15)(H2,16,17,18)/t3-,5-,6+,7+/m0/s1
• InChIKey: LRVZOSYMNMNQFR-DOAVWBMOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,4R,5R)-5-(3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-2-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: @6-aza-ump
• Synonyms: 6-Aza-Ump

Database IDs

• PubChem SID: 46504786; 160966812
• PubChem CID: 46936768

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2253228
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -4.959367
• LogD (pH = 7.4): -6.1944957
• Log P: -2.5155716
• Molar Refractivity: 61.4911 cm^3
• Polarizability: 24.766464 Å^3
• Polar Surface Area: 178.22 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.94
• LOG S: -1.33
• Solubility (Water): 1.52e+01 g/l

DETAILS

DrugBank - DB03718

Drug information: experimental