sodium [({[(2R,3S,4R,5R)-5-(6-amino-8-azido-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid

• ChemBase ID: 102955
• Molecular Formular: C10H14N8NaO10P2+
• Molecular Mass: 491.203052
• Monoisotopic Mass: 491.02058123
• SMILES: [Na+].Nc1c2nc(N=[N+]=[N-])n([C@@H]3O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]3O)c2ncn1
• Canonical SMILES: [N-]=[N+]=Nc1nc2c(n1[C@@H]1O[C@@H]([C@H]([C@H]1O)O)COP(=O)(OP(=O)(O)O)O)ncnc2N.[Na+]
• InChI: InChI=1S/C10H14N8O10P2.Na/c11-7-4-8(14-2-13-7)18(10(15-4)16-17-12)9-6(20)5(19)3(27-9)1-26-30(24,25)28-29(21,22)23;/h2-3,5-6,9,19-20H,1H2,(H,24,25)(H2,11,13,14)(H2,21,22,23);/q;+1/t3-,5-,6-,9-;/m1./s1
• InChIKey: NAIPNMIGSDVODT-GWTDSMLYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium [({[(2R,3S,4R,5R)-5-(6-amino-8-azido-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid
• IUPAC Traditional name: sodium {[(2R,3S,4R,5R)-5-(6-amino-8-azidopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxyphosphonic acid
• Synonyms: 8-AZIDOADENOSINE-5'-DIPHOSPHATE SODIUM SALT

Database IDs

• CAS Number: 102185-14-8
• PubChem SID: 162090308
• PubChem CID: 71299675

CALCULATED PROPERTIES

• Acid pKa: 1.771107
• H Acceptors: 14
• H Donor: 6
• LogD (pH = 5.5): -6.091919
• LogD (pH = 7.4): -6.680338
• Log P: -3.6344032
• Molar Refractivity: 94.7023 cm^3
• Polarizability: 36.283497 Å^3
• Polar Surface Area: 262.03 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C

Product Information

• Purity: >95%

DETAILS

MP Biomedicals - 02150059

Sodium Salt
Purity: >95% by TLC
Supplied in anhydrous methanol
Useful as a photo-affinity probe

REFERENCES

• Gzarnecki, J., et al., Methods in Enzymol. , 56 : 642, (1979).