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

• ChemBase ID: 130934
• Molecular Formular: C19H27N8O12P
• Molecular Mass: 590.437841
• Monoisotopic Mass: 590.14860497
• SMILES: c1cn(c(=O)[nH]c1=O)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(=O)[nH]c1=O)O)n1cnc2c1ncnc2N.N
• InChI: InChI=1S/C19H24N7O12P.H3N/c20-15-10-16(22-5-21-15)26(6-23-10)18-14(12(30)7(3-27)36-18)38-39(33,34)35-4-8-11(29)13(31)17(37-8)25-2-1-9(28)24-19(25)32;/h1-2,5-8,11-14,17-18,27,29-31H,3-4H2,(H,33,34)(H2,20,21,22)(H,24,28,32);1H3
• InChIKey: KYHRXZUDZDYELB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 102029-66-3
• MDL Number: MFCD00078851
• PubChem SID: 162225212
• PubChem CID: 71308359

CALCULATED PROPERTIES

• Acid pKa: -5.4454093
• H Acceptors: 14
• H Donor: 7
• LogD (pH = 5.5): -6.1847553
• LogD (pH = 7.4): -6.1129103
• Log P: -6.4440618
• Molar Refractivity: 122.8551 cm^3
• Polarizability: 48.813793 Å^3
• Polar Surface Area: 274.17 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3