{[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-[({[({[(2S,3R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-2-[(phosphonooxy)methyl]oxolan-3-yl]oxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)m...

General Information

Structure

Molecular Formula

C₁₉H₂₇N₇O₂₀P₄

Molecular Mass

797.347624

Exact Mass

797.02613282

Charge

InChI

InChI=1S/C19H27N7O20P4/c20-16-13-17(22-6-21-16)26(7-23-13)18-14(28)15(45-48(33,34)35)10(43-18)5-41-49(36,37)46-50(38,39)44-8-3-12(25-2-1-11(27)24-19(25)29)42-9(8)4-40-47(30,31)32/h1-2,6-10,12,14-15,18,28H,3-5H2,(H,36,37)(H,38,39)(H2,20,21,22)(H,24,27,29)(H2,30,31,32)(H2,33,34,35)/t8-,9+,10+,12-,14-,15+,18-/m1/s1

InChIKey

JIAJERGOUFOENU-WEVDFKDHSA-N

Canonic Smiles

O=c1ccn(c(=O)[nH]1)[C@H]1C[C@H]([C@@H](O1)COP(=O)(O)O)O[P@](=O)(O[P@@](=O)(OC[C@@H]1O[C@H]([C@@H]([C@H]1OP(=O)(O)O)O)n1cnc2c1ncnc2N)O)O

Isomeric Smiles

Nc1ncnc2c1ncn2[C@@H]1O[C@@H](CO[P@@](=O)(O)O[P@](=O)(O)O[C@@H]2C[C@@H](O[C@H]2COP(=O)(O)O)n2ccc(=O)[nH]c2=O)[C@H](OP(=O)(O)O)[C@H]1O

Calculated Properties

JChem

Acid pKa

0.674926

H Acceptors

H Donor

LogD (pH = 5.5)

-12.938296

LogD (pH = 7.4)

-15.618454

Log P

-6.0612345

Molar Refractivity

153.9631

Polarizability

62.071888

Polar Surface Area

393.53

Rotatable Bonds

Lipinski's Rule of Five

false

ALOGPS 2.1

Log P

-0.57

LOG S

-2.19

Solubility (Water)

5.12e+00 g/l

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC name

{[(2S,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-[({[({[(2S,3R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-2-[(phosphonooxy)methyl]oxolan-3-yl]oxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}phosphonic acid

Synonyms

U-Pi-a-Pi

IUPAC Traditional name

@U-pi-a-pi

Names and Identifiers

Registration numbers

PubChem CID

46936598

PubChem SID

46505448160966331

Registration numbers

Properties