[({[(2R,3R,4R,5R)-3-amino-5-(6-amino-9H-purin-9-yl)-4-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid

• ChemBase ID: 3958
• Molecular Formular: C10H16N6O9P2
• Molecular Mass: 426.216362
• Monoisotopic Mass: 426.04539938
• SMILES: N[C@H]1[C@H](CO[P@@](=O)(O)OP(=O)(O)O)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N
• Canonical SMILES: N[C@H]1[C@H](CO[P@](=O)(OP(=O)(O)O)O)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C10H16N6O9P2/c11-5-4(1-23-27(21,22)25-26(18,19)20)24-10(7(5)17)16-3-15-6-8(12)13-2-14-9(6)16/h2-5,7,10,17H,1,11H2,(H,21,22)(H2,12,13,14)(H2,18,19,20)/t4-,5-,7+,10+/m0/s1
• InChIKey: VKODIDNZKBYXJO-NVDYINRQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[(2R,3R,4R,5R)-3-amino-5-(6-amino-9H-purin-9-yl)-4-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid
• IUPAC Traditional name: {[(2R,3R,4R,5R)-3-amino-5-(6-aminopurin-9-yl)-4-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxyphosphonic acid
• Synonyms: 3'-Deoxy 3'-Amino Adenosine-5'-Diphosphate

Database IDs

• PubChem SID: 160967393; 46505406
• PubChem CID: 46936958

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.70842
• H Acceptors: 12
• H Donor: 6
• LogD (pH = 5.5): -5.954093
• LogD (pH = 7.4): -6.4294453
• Log P: -5.791172
• Molar Refractivity: 86.5989 cm^3
• Polarizability: 34.64137 Å^3
• Polar Surface Area: 238.39 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.8
• LOG S: -2.17
• Solubility (Water): 2.87e+00 g/l

DETAILS

DrugBank - DB04366

Drug information: experimental