CAS 93839-87-3|[5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy[5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxyphosphinic acid amine|ApU|{[5-(6-amino-9H-purin-9-yl)...

General Information

Structure

Molecular Formula

C₁₉H₂₇N₈O₁₂P

Molecular Mass

590.437841

Exact Mass

590.14860497

Charge

InChI

InChI=1S/C19H24N7O12P.H3N/c20-15-10-16(22-5-21-15)26(6-23-10)18-13(31)14(7(3-27)36-18)38-39(33,34)35-4-8-11(29)12(30)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

PRPZHNJNQXWARV-UHFFFAOYSA-N

Canonic Smiles

OCC1OC(C(C1OP(=O)(OCC1OC(C(C1O)O)n1ccc(=O)[nH]c1=O)O)O)n1cnc2c1ncnc2N.N

Isomeric Smiles

c1cn(c(=O)[nH]c1=O)C1C(C(C(O1)COP(=O)(O)OC1C(OC(C1O)n1cnc2c1ncnc2N)CO)O)O.N

Calculated Properties

JChem

Acid pKa

1.832419

H Acceptors

H Donor

LogD (pH = 5.5)

-6.184077

LogD (pH = 7.4)

-6.1129026

Log P

-6.4352336

Molar Refractivity

122.8551

Polarizability

48.813793

Polar Surface Area

274.17

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

IUPAC Traditional name

[5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy[5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxyphosphinic acid amine

Synonyms

ApUAdenylyl(3′→5′)uridine ammonium salt

IUPAC name

{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(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

Names and Identifiers

Registration numbers

CAS Number

MDL Number

EC Number

PubChem CID

PubChem SID