Diphosphoric 4-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)butylphosphonic anhydride

ID: ALA572657

Chembl Id: CHEMBL572657

PubChem CID: 45481634

Max Phase: Preclinical

Molecular Formula: C8H15N2O11P3

Molecular Weight: 408.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1ccn(CCCCP(=O)(O)OP(=O)(O)OP(=O)(O)O)c(=O)[nH]1

Standard InChI:  InChI=1S/C8H15N2O11P3/c11-7-3-5-10(8(12)9-7)4-1-2-6-22(13,14)20-24(18,19)21-23(15,16)17/h3,5H,1-2,4,6H2,(H,13,14)(H,18,19)(H,9,11,12)(H2,15,16,17)

Standard InChI Key:  XKMKGRDSBTULLP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA572657

   4-(2,4-Dioxopyrimidin-1-yl)butyl-[hydroxy(phosphonooxy)phosphoryl]oxyphosphinic acid

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: 408.13

Molecular Weight (Monoisotopic): 407.9889

AlogP: -0.27

#Rotatable Bonds: 9

Polar Surface Area: 205.45

Molecular Species: ACID

HBA: 8

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.08

CX Basic pKa: ┄

CX LogP: -1.64

CX LogD: -8.84

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.27

Np Likeness Score: 0.11

References

1. Sauer R, El-Tayeb A, Kaulich M, Müller CE..  (2009)  Synthesis of uracil nucleotide analogs with a modified, acyclic ribose moiety as P2Y(2) receptor antagonists.,  17  (14): [PMID:19523835] [10.1016/j.bmc.2009.05.062]

Source

Source(1):

• Scientific Literature