sodium hydrogen [({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)methyl]phosphonate

• ChemBase ID: 105623
• Molecular Formular: C11H16N5NaO9P2
• Molecular Mass: 447.210132
• Monoisotopic Mass: 447.03209466
• SMILES: [Na+].Nc1c2ncn([C@@H]3O[C@H](COP(=O)(O)CP(=O)(O)[O-])[C@@H](O)[C@H]3O)c2ncn1
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(CP(=O)(O)[O-])O)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N.[Na+]
• InChI: InChI=1S/C11H17N5O9P2.Na/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(25-11)1-24-27(22,23)4-26(19,20)21;/h2-3,5,7-8,11,17-18H,1,4H2,(H,22,23)(H2,12,13,14)(H2,19,20,21);/q;+1/p-1/t5-,7-,8-,11-;/m1./s1
• InChIKey: RFGZKSPLJPHQMI-YCSZXMBFSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium hydrogen [({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)methyl]phosphonate
• IUPAC Traditional name: sodium hydrogen {[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}methylphosphonate
• Synonyms: AMPCP; Adenosine 5'-[α,β-methylene]diphosphate; α,β-METHYLENEADENOSINE-5'-DIPHOSPHATE

Database IDs

• CAS Number: 104835-70-3
• PubChem SID: 162092893
• PubChem CID: 71299735

CALCULATED PROPERTIES

• Acid pKa: 0.98408884
• H Acceptors: 12
• H Donor: 5
• LogD (pH = 5.5): -8.182436
• LogD (pH = 7.4): -8.16192
• Log P: -5.8872414
• Molar Refractivity: 86.1734 cm^3
• Polarizability: 34.734203 Å^3
• Polar Surface Area: 226.2 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 02193566

Sodium Salt