{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-[(phosphonooxy)methyl]oxolan-3-yl]oxy}phosphonic acid

• ChemBase ID: 125633
• Molecular Formular: C10H15N5O10P2
• Molecular Mass: 427.201122
• Monoisotopic Mass: 427.02941497
• SMILES: O=P(O)(O)OCC1OC(n2cnc3c(ncnc23)N)C(O)C1OP(=O)(O)O
• Canonical SMILES: OC1C(OP(=O)(O)O)C(OC1n1cnc2c1ncnc2N)COP(=O)(O)O
• InChI: InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7(25-27(20,21)22)4(24-10)1-23-26(17,18)19/h2-4,6-7,10,16H,1H2,(H2,11,12,13)(H2,17,18,19)(H2,20,21,22)
• InChIKey: WHTCPDAXWFLDIH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-[(phosphonooxy)methyl]oxolan-3-yl]oxy}phosphonic acid
• IUPAC Traditional name: [5-(6-aminopurin-9-yl)-4-hydroxy-2-[(phosphonooxy)methyl]oxolan-3-yl]oxyphosphonic acid
• Synonyms: 3'-Phosphoadenylate; Adenosine 3',5'-bisphosphate

Database IDs

• CAS Number: 1053-73-2
• PubChem SID: 162219983
• PubChem CID: 159296; 73
• CHEMBL: 416789
• Chemspider ID: 72
• IUPHAR ligand ID: 1718
• MeSH Name: Adenosine+bisphosphate
• Wikipedia Title: Adenosine_3',5'-bisphosphate

CALCULATED PROPERTIES

• Acid pKa: 0.7094467
• H Acceptors: 12
• H Donor: 6
• LogD (pH = 5.5): -7.3949475
• LogD (pH = 7.4): -9.70835
• Log P: -4.8453736
• Molar Refractivity: 84.9414 cm^3
• Polarizability: 33.697124 Å^3
• Polar Surface Area: 232.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false