{[(2R,3S,4S,5S)-3,4-dihydroxy-5-[6-(phosphonosulfanyl)-9H-purin-9-yl]oxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 2407
• Molecular Formular: C10H14N4O10P2S
• Molecular Mass: 444.251482
• Monoisotopic Mass: 443.99058693
• SMILES: O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H]([C@H]1O)n1cnc2c1ncnc2SP(=O)(O)O
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(O)O)O[C@@H]([C@H]1O)n1cnc2c1ncnc2SP(=O)(O)O
• InChI: InChI=1S/C10H14N4O10P2S/c15-6-4(1-23-25(17,18)19)24-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)27-26(20,21)22/h2-4,6-7,10,15-16H,1H2,(H2,17,18,19)(H2,20,21,22)/t4-,6-,7+,10+/m1/s1
• InChIKey: NYBPOGVUIOPXHI-KMPDEGCQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4S,5S)-3,4-dihydroxy-5-[6-(phosphonosulfanyl)-9H-purin-9-yl]oxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2R,3S,4S,5S)-3,4-dihydroxy-5-[6-(phosphonosulfanyl)purin-9-yl]oxolan-2-yl]methoxyphosphonic acid
• Synonyms: 2-Deazo-6-Thiophosphate Guanosine-5'-Monophosphate; 2-Deamino-6-Deoxy-6thiophosphite-5'-Phosphate Guanosine

Database IDs

• PubChem SID: 46505496; 46504742; 160965858
• PubChem CID: 70789222; 46936452

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.66733205
• H Acceptors: 12
• H Donor: 6
• LogD (pH = 5.5): -6.7454224
• LogD (pH = 7.4): -8.602932
• Log P: -5.1266866
• Molar Refractivity: 86.6275 cm^3
• Polarizability: 35.53012 Å^3
• Polar Surface Area: 217.58 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.3
• LOG S: -2.24
• Solubility (Water): 2.78e+00 g/l

DETAILS

DrugBank - DB03146

Drug information: experimental

DrugBank - DB02682

Drug information: experimental