1-(3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-fluoromethyl-1H-pyrimidine-2,4-dione

ID: ALA605023

Chembl Id: CHEMBL605023

PubChem CID: 46874108

Max Phase: Preclinical

Molecular Formula: C10H13FN2O6

Molecular Weight: 276.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc(CF)n(C2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1

Standard InChI:  InChI=1S/C10H13FN2O6/c11-2-4-1-6(15)12-10(18)13(4)9-8(17)7(16)5(3-14)19-9/h1,5,7-9,14,16-17H,2-3H2,(H,12,15,18)/t5-,7-,8-,9?/m1/s1

Standard InChI Key:  CGECCUIXQTVCJP-HDPJAJKNSA-N

Alternative Forms

1. Parent:

   

   ALA605023

   1-[(3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-(fluoromethyl)pyrimidine-2,4-dione

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: 276.22

Molecular Weight (Monoisotopic): 276.0758

AlogP: -2.38

#Rotatable Bonds: 3

Polar Surface Area: 124.78

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.81

CX Basic pKa: ┄

CX LogP: -2.37

CX LogD: -2.37

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.49

Np Likeness Score: 0.73

References

1. Felczak K, Drabikowska AK, Vilpo JA, Kulikowski T, Shugar D..  (1996)  6-Substituted and 5,6-disubstituted derivatives of uridine: stereoselective synthesis, interaction with uridine phosphorylase, and in vitro antitumor activity.,  39  (8): [PMID:8648611] [10.1021/jm950675q]

Source

Source(1):

• Scientific Literature