({[({[(2S,3R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid

• ChemBase ID: 1938
• Molecular Formular: C10H16N5O13P3
• Molecular Mass: 507.181023
• Monoisotopic Mass: 506.99574549
• SMILES: Nc1nc2c(ncn2[C@H]2C[C@@H](O)[C@H](CO[P@](=O)(O)O[P@@](=O)(O)OP(=O)(O)O)O2)c(=O)[nH]1
• Canonical SMILES: O[C@@H]1C[C@@H](O[C@H]1CO[P@@](=O)(O[P@](=O)(OP(=O)(O)O)O)O)n1cnc2c1nc(N)[nH]c2=O
• InChI: InChI=1S/C10H16N5O13P3/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(26-6)2-25-30(21,22)28-31(23,24)27-29(18,19)20/h3-6,16H,1-2H2,(H,21,22)(H,23,24)(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6-/m1/s1
• InChIKey: HAAZLUGHYHWQIW-NGJCXOISSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ({[({[(2S,3R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
• IUPAC Traditional name: ({[(2S,3R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxyphosphonic acid
• Synonyms: 2'-Deoxyguanosine-5'-Triphosphate

Database IDs

• CAS Number: 2564-35-4
• PubChem SID: 46506790; 160965393
• PubChem CID: 13602803

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.7995678
• H Acceptors: 13
• H Donor: 7
• LogD (pH = 5.5): -9.439626
• LogD (pH = 7.4): -10.193453
• Log P: -2.7540154
• Molar Refractivity: 95.7291 cm^3
• Polarizability: 37.791412 Å^3
• Polar Surface Area: 274.58 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.61
• LOG S: -1.96
• Solubility (Water): 5.59e+00 g/l

DETAILS

DrugBank - DB02181

Drug information: experimental