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

• ChemBase ID: 125634
• Molecular Formular: C10H15N5O10P2
• Molecular Mass: 427.201122
• Monoisotopic Mass: 427.02941497
• SMILES: c1nc(c2c(n1)n(cn2)[C@H]1[C@@H]([C@@H]([C@H](O1)CO[P@@](=O)(O)OP(=O)(O)O)O)O)N
• Canonical SMILES: O[C@@H]1[C@@H](CO[P@](=O)(OP(=O)(O)O)O)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
• InChIKey: XTWYTFMLZFPYCI-KQYNXXCUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid
• IUPAC Traditional name: adenosine-diphosphate
• Synonyms: adenosine 5′-diphosphate; Adenosine diphosphate

Database IDs

• CAS Number: 58-64-0
• PubChem SID: 162219984
• PubChem CID: 6022
• CHEBI ID: 16761
• CHEMBL: 14830
• Chemspider ID: 5800
• IUPHAR ligand ID: 1712
• Wikipedia Title: Adenosine_diphosphate

CALCULATED PROPERTIES

• Acid pKa: 1.7720113
• H Acceptors: 12
• H Donor: 6
• LogD (pH = 5.5): -7.1349106
• LogD (pH = 7.4): -7.6717353
• Log P: -4.9825783
• Molar Refractivity: 84.9414 cm^3
• Polarizability: 33.853855 Å^3
• Polar Surface Area: 232.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Boiling Point: 877.7°C
• Density: 2.49 g/mL