(4-{2,6,8-trioxo-9-[(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl]-2,3,6,7,8,9-hexahydro-1H-purin-7-yl}butoxy)phosphonic acid

• ChemBase ID: 1895
• Molecular Formular: C14H23N4O11P
• Molecular Mass: 454.326381
• Monoisotopic Mass: 454.11009421
• SMILES: OC[C@@H](O)[C@H](O)[C@@H](O)Cn1c(=O)n(CCCCOP(=O)(O)O)c2c1[nH]c(=O)[nH]c2=O
• Canonical SMILES: OC[C@H]([C@@H]([C@H](Cn1c2[nH]c(=O)[nH]c(=O)c2n(c1=O)CCCCOP(=O)(O)O)O)O)O
• InChI: InChI=1S/C14H23N4O11P/c19-6-8(21)10(22)7(20)5-18-11-9(12(23)16-13(24)15-11)17(14(18)25)3-1-2-4-29-30(26,27)28/h7-8,10,19-22H,1-6H2,(H2,26,27,28)(H2,15,16,23,24)/t7-,8+,10+/m0/s1
• InChIKey: VBXZSBKAJFXURR-QXFUBDJGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-{2,6,8-trioxo-9-[(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl]-2,3,6,7,8,9-hexahydro-1H-purin-7-yl}butoxy)phosphonic acid
• IUPAC Traditional name: 4-{2,6,8-trioxo-9-[(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl]-1,3-dihydropurin-7-yl}butoxyphosphonic acid
• Synonyms: 4-{2,6,8-Trioxo-9-[(2r,3s,4r)-2,3,4,5-Tetrahydroxypentyl]-1,2,3,6,8,9-Hexahydro-7h-Purin-7-Yl}Butyl Dihydrogen Phosphate; 4-{2,6,8-Trioxo-9-[(2s,3r,4r)-2,3,4,5-Tetrahydroxypentyl]-1,2,3,6,8,9-Hexahydro-7h-Purin-7-Yl}Butyl Dihydrogen Phosphate

Database IDs

• PubChem SID: 46506696; 46506635; 160965350
• PubChem CID: 657028

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8051773
• H Acceptors: 10
• H Donor: 8
• LogD (pH = 5.5): -6.2912626
• LogD (pH = 7.4): -7.0327253
• Log P: -3.9142933
• Molar Refractivity: 106.277 cm^3
• Polarizability: 37.66832 Å^3
• Polar Surface Area: 229.43 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.38
• LOG S: -2.13
• Solubility (Water): 3.41e+00 g/l

DETAILS

DrugBank - DB02711

Drug information: experimental

DrugBank - DB02135

Drug information: experimental