{[(2S,3S,4S,5S)-3,4-dihydroxy-5-{4-oxopyrrolo[3,2-d]pyrimidin-7-yl}pyrrolidin-2-yl]methoxy}phosphonic acid

• ChemBase ID: 1838
• Molecular Formular: C11H15N4O7P
• Molecular Mass: 346.233161
• Monoisotopic Mass: 346.06783547
• SMILES: O[C@H]1[C@H](COP(=O)(O)O)N[C@H]([C@@H]1O)c1c[nH]c2c(=O)[nH]cnc12
• Canonical SMILES: O[C@@H]1[C@@H](O)[C@@H](N[C@H]1c1c[nH]c2c1nc[nH]c2=O)COP(=O)(O)O
• InChI: InChI=1S/C11H15N4O7P/c16-9-5(2-22-23(19,20)21)15-7(10(9)17)4-1-12-8-6(4)13-3-14-11(8)18/h1,3,5,7,9-10,12,15-17H,2H2,(H,13,14,18)(H2,19,20,21)/t5-,7-,9-,10-/m0/s1
• InChIKey: VJTAXXUIRYOXBT-YNAXYJCJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3S,4S,5S)-3,4-dihydroxy-5-{4-oxopyrrolo[3,2-d]pyrimidin-7-yl}pyrrolidin-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2S,3S,4S,5S)-3,4-dihydroxy-5-{4-oxopyrrolo[3,2-d]pyrimidin-7-yl}pyrrolidin-2-yl]methoxyphosphonic acid
• Synonyms: (1s)-1(9-Deazahypoxanthin-9yl)1,4-Dideoxy-1,4-Imino-D-Ribitol-5-Phosphate

Database IDs

• PubChem SID: 160965293; 46507599
• PubChem CID: 70789215; 46936297

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.501164
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -4.4585547
• LogD (pH = 7.4): -5.4103136
• Log P: -4.4209604
• Molar Refractivity: 72.3842 cm^3
• Polarizability: 30.336346 Å^3
• Polar Surface Area: 177.89 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.61
• LOG S: -1.93
• Solubility (Water): 4.08e+00 g/l

DETAILS

DrugBank - DB02075

Drug information: experimental