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

• ChemBase ID: 3362
• Molecular Formular: C10H14N5O10PS
• Molecular Mass: 427.284421
• Monoisotopic Mass: 427.0198993
• SMILES: Nc1ncnc2c1ncn2[C@@H]1O[C@@H](CO[P@@](=O)(O)OS(=O)(=O)O)[C@H](O)[C@H]1O
• Canonical SMILES: O[C@H]1[C@H](CO[P@](=O)(OS(=O)(=O)O)O)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C10H14N5O10PS/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-26(18,19)25-27(20,21)22/h2-4,6-7,10,16-17H,1H2,(H,18,19)(H2,11,12,13)(H,20,21,22)/t4-,6-,7+,10+/m0/s1
• InChIKey: IRLPACMLTUPBCL-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]sulfonic acid
• IUPAC Traditional name: @adenosine-5'-phosphosulfate
• Synonyms: Adenosine-5'-Phosphosulfate

Database IDs

• PubChem SID: 46507829; 160966803
• PubChem CID: 46936762

CALCULATED PROPERTIES

JChem

• Acid pKa: -2.0508664
• H Acceptors: 12
• H Donor: 5
• LogD (pH = 5.5): -7.1484666
• LogD (pH = 7.4): -7.2098045
• Log P: -5.762138
• Molar Refractivity: 84.0603 cm^3
• Polarizability: 34.250423 Å^3
• Polar Surface Area: 229.44 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.64
• LOG S: -2.11
• Solubility (Water): 3.29e+00 g/l

DETAILS

DrugBank - DB03708

• Drug Groups: experimental
• Description: 5'-Adenylic acid, monoanhydride with sulfuric acid. The initial compound formed by the action of ATP sulfurylase on sulfate ions after sulfate uptake. Synonyms: adenosine sulfatophosphate; APS. [PubChem]