1-(4-Hydroxy-2-oxabutyl)-5-bromouracil

ID: ALA4846008

PubChem CID: 164609319

Max Phase: Preclinical

Molecular Formula: C7H11BrN2O4

Molecular Weight: 267.08

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1NC(O)C(Br)=CN1COCCO

Standard InChI:  InChI=1S/C7H11BrN2O4/c8-5-3-10(4-14-2-1-11)7(13)9-6(5)12/h3,6,11-12H,1-2,4H2,(H,9,13)

Standard InChI Key:  BMFACFGXQYVZEQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
    2.0389  -21.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0389  -22.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7441  -22.8360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4494  -22.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4494  -21.6143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7441  -21.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3299  -21.2078    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.1565  -22.8411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7441  -20.3844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7441  -23.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4518  -24.0617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4518  -24.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1595  -25.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1595  -26.1047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  7  1  0
  4  8  2  0
  6  9  1  0
  3 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4846008

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 267.08

Molecular Weight (Monoisotopic): 265.9902

AlogP: -0.47

#Rotatable Bonds: 4

Polar Surface Area: 82.03

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.21

CX Basic pKa: ┄

CX LogP: -1.15

CX LogD: -1.15

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.60

Np Likeness Score: 0.42

References

1. Kozlovskaya LI, Volok VP, Shtro AA, Nikolaeva YV, Chistov AA, Matyugina ES, Belyaev ES, Jegorov AV, Snoeck R, Korshun VA, Andrei G, Osolodkin DI, Ishmukhametov AA, Aralov AV..  (2021)  Phenoxazine nucleoside derivatives with a multiple activity against RNA and DNA viruses.,  220  [PMID:33894564] [10.1016/j.ejmech.2021.113467]

Source

Source(1):

• Scientific Literature