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

ID: ALA3144399

Chembl Id: CHEMBL3144399

Cas Number: 64582-54-3

PubChem CID: 10780103

Max Phase: Preclinical

Molecular Formula: C10H12F2N2O6

Molecular Weight: 294.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]c(=O)n([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(CF)c1F

Standard InChI:  InChI=1S/C10H12F2N2O6/c11-1-3-5(12)8(18)13-10(19)14(3)9-7(17)6(16)4(2-15)20-9/h4,6-7,9,15-17H,1-2H2,(H,13,18,19)/t4-,6-,7-,9-/m1/s1

Standard InChI Key:  ZLMSKLPTTUQTAO-FJGDRVTGSA-N

Alternative Forms

1. Parent:

   

   ALA3144399

   1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoro-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: 294.21

Molecular Weight (Monoisotopic): 294.0663

AlogP: -2.24

#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: 8.09

CX Basic pKa: ┄

CX LogP: -2.17

CX LogD: -2.25

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.50

Np Likeness Score: 0.50

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