{[5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy})phosphinic acid amine

• ChemBase ID: 131631
• Molecular Formular: C19H28N9O11P
• Molecular Mass: 589.453081
• Monoisotopic Mass: 589.16458939
• SMILES: c1cn(c(=O)nc1N)C1C(C(C(O1)COP(=O)(O)OC1C(C(OC1n1cnc2c1ncnc2N)CO)O)O)O.N
• Canonical SMILES: OCC1OC(C(C1O)OP(=O)(OCC1OC(C(C1O)O)n1ccc(nc1=O)N)O)n1cnc2c1ncnc2N.N
• InChI: InChI=1S/C19H25N8O11P.H3N/c20-9-1-2-26(19(32)25-9)17-13(31)11(29)8(37-17)4-35-39(33,34)38-14-12(30)7(3-28)36-18(14)27-6-24-10-15(21)22-5-23-16(10)27;/h1-2,5-8,11-14,17-18,28-31H,3-4H2,(H,33,34)(H2,20,25,32)(H2,21,22,23);1H3
• InChIKey: IVLKWGZQLYFYPO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy})phosphinic acid amine
• IUPAC Traditional name: [5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy[2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxyphosphinic acid amine
• Synonyms: Adenylyl(2′→5′)cytidine ammonium salt

Database IDs

• CAS Number: 102029-84-5
• MDL Number: MFCD00078864
• PubChem SID: 162225908
• PubChem CID: 71308461

CALCULATED PROPERTIES

• Acid pKa: -5.445412
• H Acceptors: 15
• H Donor: 7
• LogD (pH = 5.5): -6.56698
• LogD (pH = 7.4): -6.4930453
• Log P: -6.826471
• Molar Refractivity: 124.8343 cm^3
• Polarizability: 49.39834 Å^3
• Polar Surface Area: 283.45 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3