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

• ChemBase ID: 3110
• Molecular Formular: C10H15N5O10P2
• Molecular Mass: 427.201122
• Monoisotopic Mass: 427.02941497
• SMILES: Nc1ncnc2c1ncn2[C@@H]1O[C@@H](CO[P@@](=O)(O)OP(=O)(O)O)[C@H](O)[C@H]1O
• 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+/m0/s1
• InChIKey: XTWYTFMLZFPYCI-FCIPNVEPSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 20398-34-9
• PubChem SID: 46508887; 160966554
• PubChem CID: 5702665

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7087849
• H Acceptors: 12
• H Donor: 6
• LogD (pH = 5.5): -7.1077185
• LogD (pH = 7.4): -7.6813073
• Log P: -5.3408604
• 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

ALOGPS 2.1

• Log P: -1.65
• LOG S: -2.12
• Solubility (Water): 3.27e+00 g/l

DETAILS

DrugBank - DB03431

• Drug Groups: experimental
• Description: Adenosine 5'-(trihydrogen diphosphate). An adenine nucleotide containing two phosphate groups esterified to the sugar moiety at the 5'-position. [PubChem]