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

ID: ALA4878050

PubChem CID: 164626042

Max Phase: Preclinical

Molecular Formula: C9H13BrN2O5

Molecular Weight: 309.12

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)OCCOCN1C=C(Br)C(O)NC1=O

Standard InChI:  InChI=1S/C9H13BrN2O5/c1-6(13)17-3-2-16-5-12-4-7(10)8(14)11-9(12)15/h4,8,14H,2-3,5H2,1H3,(H,11,15)

Standard InChI Key:  JAGLORICKIBMHU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    6.2404  -21.3089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2404  -22.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9456  -22.5305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6509  -22.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6509  -21.3089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9456  -20.8962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5315  -20.9024    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    8.3580  -22.5357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9456  -20.0790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9456  -23.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6534  -23.7563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6534  -24.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3611  -24.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3611  -25.7993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0688  -26.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0688  -27.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7765  -25.7993    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
 14 15  1  0
 15 16  1  0
 15 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878050

   ---

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: 309.12

Molecular Weight (Monoisotopic): 308.0008

AlogP: 0.10

#Rotatable Bonds: 5

Polar Surface Area: 88.10

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.24

CX Basic pKa: ┄

CX LogP: -0.71

CX LogD: -0.71

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.56

Np Likeness Score: 0.35

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