{[(2S,3R,5R)-3-hydroxy-5-[(4S)-4-hydroxy-2-oxo-1,2,3,4-tetrahydropyrimidin-1-yl]oxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 3890
• Molecular Formular: C9H15N2O8P
• Molecular Mass: 310.197761
• Monoisotopic Mass: 310.05660208
• SMILES: O[C@@H]1NC(=O)N(C=C1)[C@H]1C[C@@H](O)[C@H](COP(=O)(O)O)O1
• Canonical SMILES: O[C@H]1C=CN(C(=O)N1)[C@H]1C[C@H]([C@@H](O1)COP(=O)(O)O)O
• InChI: InChI=1S/C9H15N2O8P/c12-5-3-8(11-2-1-7(13)10-9(11)14)19-6(5)4-18-20(15,16)17/h1-2,5-8,12-13H,3-4H2,(H,10,14)(H2,15,16,17)/t5-,6+,7+,8-/m1/s1
• InChIKey: ILSIYJVILUIVPM-VGRMVHKJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3R,5R)-3-hydroxy-5-[(4S)-4-hydroxy-2-oxo-1,2,3,4-tetrahydropyrimidin-1-yl]oxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2S,3R,5R)-3-hydroxy-5-[(4S)-4-hydroxy-2-oxo-3,4-dihydropyrimidin-1-yl]oxolan-2-yl]methoxyphosphonic acid
• Synonyms: ((2r,3s,5r)-3-Hydroxy-5-(4-Hydroxy-2-Oxo-3,4-Dihydropyrimidin-1(2h)-Yl)-Tetrahydrofuran-2-Yl)Methyldihydrogen Phosphate

Database IDs

• PubChem SID: 46505026; 160967326
• PubChem CID: 46936941

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2327574
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -4.374826
• LogD (pH = 7.4): -5.458069
• Log P: -1.9344695
• Molar Refractivity: 62.8035 cm^3
• Polarizability: 25.299755 Å^3
• Polar Surface Area: 148.79 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.31
• LOG S: -1.5
• Solubility (Water): 9.82e+00 g/l

DETAILS

DrugBank - DB04280

Drug information: experimental