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

• ChemBase ID: 125341
• Molecular Formular: C10H15N5O13P2S
• Molecular Mass: 507.264322
• Monoisotopic Mass: 506.98622983
• SMILES: O=S(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(ncnc23)N)[C@H](O)[C@@H]1OP(=O)(O)O
• Canonical SMILES: O[C@@H]1[C@H](OP(=O)(O)O)[C@H](O[C@H]1n1cnc2c1ncnc2N)COP(=O)(OS(=O)(=O)O)O
• InChI: InChI=1S/C10H15N5O13P2S/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(27-29(17,18)19)4(26-10)1-25-30(20,21)28-31(22,23)24/h2-4,6-7,10,16H,1H2,(H,20,21)(H2,11,12,13)(H2,17,18,19)(H,22,23,24)/t4-,6-,7-,10-/m1/s1
• InChIKey: GACDQMDRPRGCTN-KQYNXXCUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]sulfonic acid
• IUPAC Traditional name: 3'-phosphoadenylyl sulfate
• Synonyms: Phosphoadenosine phosphosulfate; 3'-Phospho-5'-adenylyl sulfate; 3'-Phosphoadenosine-5'-phosphosulfate

Database IDs

• PubChem SID: 162219691
• PubChem CID: 10214
• CHEBI ID: 17980
• Chemspider ID: 9799
• IUPHAR ligand ID: 1719
• Wikipedia Title: 3'-Phosphoadenosine-5'-phosphosulfate

CALCULATED PROPERTIES

• Acid pKa: -2.1241112
• H Acceptors: 14
• H Donor: 6
• LogD (pH = 5.5): -9.828206
• LogD (pH = 7.4): -11.174963
• Log P: -5.7765584
• Molar Refractivity: 94.9332 cm^3
• Polarizability: 38.881847 Å^3
• Polar Surface Area: 275.97 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false