5-(2,4-Dioxo-3,4-dihydropyrimidin-1(2H)-yl)pentyl triphosphate

ID: ALA572897

Chembl Id: CHEMBL572897

PubChem CID: 45481783

Max Phase: Preclinical

Molecular Formula: C9H17N2O12P3

Molecular Weight: 438.16

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H17N2O12P3/c12-8-4-6-11(9(13)10-8)5-2-1-3-7-21-25(17,18)23-26(19,20)22-24(14,15)16/h4,6H,1-3,5,7H2,(H,17,18)(H,19,20)(H,10,12,13)(H2,14,15,16)

Standard InChI Key:  QNCWJADBBBISGT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA572897

   [5-(2,4-Dioxopyrimidin-1-yl)pentoxy-hydroxyphosphoryl] phosphono 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: 438.16

Molecular Weight (Monoisotopic): 437.9994

AlogP: 0.05

#Rotatable Bonds: 11

Polar Surface Area: 214.68

Molecular Species: ACID

HBA: 9

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 0.90

CX Basic pKa: ┄

CX LogP: -1.27

CX LogD: -8.68

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.23

Np Likeness Score: 0.36

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