4-oxo-N7-(3'-deoxy-3'-fluoro-beta-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine

ID: ALA4874598

PubChem CID: 156787178

Max Phase: Preclinical

Molecular Formula: C11H12FN3O4

Molecular Weight: 269.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1[nH]cnc2c1ccn2[C@@H]1O[C@H](CO)[C@@H](F)[C@H]1O

Standard InChI:  InChI=1S/C11H12FN3O4/c12-7-6(3-16)19-11(8(7)17)15-2-1-5-9(15)13-4-14-10(5)18/h1-2,4,6-8,11,16-17H,3H2,(H,13,14,18)/t6-,7-,8-,11-/m1/s1

Standard InChI Key:  RXQKOFXTTCXGSX-KCGFPETGSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   28.9360   -3.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7532   -3.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0075   -2.8635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3446   -2.3814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6858   -2.8635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4548   -4.3007    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.2327   -4.3019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9085   -2.6114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7851   -2.6121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7383   -1.8121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8555   -1.8366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0383   -1.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1069   -2.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4411   -3.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5208   -3.9020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2654   -4.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9313   -3.7648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8526   -2.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5162   -2.4710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  1  6  1  6
  2  7  1  6
  5  8  1  1
  3  9  1  1
  8 10  1  0
  9 14  1  0
 13 11  1  0
 11 12  2  0
 12  9  1  0
 13 14  2  0
 13 18  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874598

   ---

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: 269.23

Molecular Weight (Monoisotopic): 269.0812

AlogP: -0.69

#Rotatable Bonds: 2

Polar Surface Area: 100.37

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.87

CX Basic pKa: 2.54

CX LogP: -0.77

CX LogD: -0.78

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.67

Np Likeness Score: 0.58

References

1. Bouton J, Furquim d'Almeida A, Maes L, Caljon G, Van Calenbergh S, Hulpia F..  (2021)  Synthesis and evaluation of 3'-fluorinated 7-deazapurine nucleosides as antikinetoplastid agents.,  216  [PMID:33667845] [10.1016/j.ejmech.2021.113290]

Source

Source(1):

• Scientific Literature