Phosphoric acid5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-ylester4-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester

ID: ALA1160748

Chembl Id: CHEMBL1160748

PubChem CID: 44330091

Max Phase: Preclinical

Molecular Formula: C18H25N6O10P

Molecular Weight: 516.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccn(C2C[C@@H](OP(=O)(O)OC[C@H]3OC[C@H](n4ccc(N)nc4=O)[C@H]3O)[C@@H](CO)O2)c(=O)n1

Standard InChI:  InChI=1S/C18H25N6O10P/c19-13-1-3-23(17(27)21-13)9-7-31-12(16(9)26)8-32-35(29,30)34-10-5-15(33-11(10)6-25)24-4-2-14(20)22-18(24)28/h1-4,9-12,15-16,25-26H,5-8H2,(H,29,30)(H2,19,21,27)(H2,20,22,28)/t9-,10+,11+,12+,15?,16+/m0/s1

Standard InChI Key:  WQSBAUFBGLBXDR-UFQINKISSA-N

Alternative Forms

1. Parent:

   

   ALA1160748

   [(2R,3R)-5-(4-amino-2-oxopyrimidin-1-yl)-2-(hydroxymethyl)oxolan-3-yl] [(2R,3R,4S)-4-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl hydrogen phosphate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 516.40

Molecular Weight (Monoisotopic): 516.1370

AlogP: -2.25

#Rotatable Bonds: 8

Polar Surface Area: 236.50

Molecular Species: ACID

HBA: 15

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.86

CX Basic pKa: ┄

CX LogP: -3.56

CX LogD: -5.93

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.23

Np Likeness Score: 1.07

References

1. Nair V, Pal S..  (2004)  Resistance towards exonucleases of dinucleotides with stereochemically altered internucleotide phosphate bonds.,  14  (1): [PMID:14684345] [10.1016/j.bmcl.2003.07.034]

Source

Source(1):

• Scientific Literature