1-(2'-Deoxy-2'-fluoro-2'-methyl-beta-D-arabinofuranosyl)-3,6-dihydro-7H-[1,2,3]triazolo[4,5-d]pyrimidin-7-one

ID: ALA4557913

PubChem CID: 155554693

Max Phase: Preclinical

Molecular Formula: C10H12FN5O4

Molecular Weight: 285.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@]1(F)[C@H](O)[C@@H](CO)O[C@H]1n1nnc2c(=O)[nH]cnc21

Standard InChI:  InChI=1S/C10H12FN5O4/c1-10(11)6(18)4(2-17)20-9(10)16-7-5(14-15-16)8(19)13-3-12-7/h3-4,6,9,17-18H,2H2,1H3,(H,12,13,19)/t4-,6-,9-,10-/m1/s1

Standard InChI Key:  OPJRMOPGPAKTJD-GIWSHQQXSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    5.9804  -13.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2746  -13.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9849  -13.8307    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.5164  -12.1382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2217  -11.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2217  -10.9165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5164  -10.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8111  -11.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8066  -10.9166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0281  -10.6683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5514  -11.3321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0354  -11.9904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5175   -9.6866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7922  -12.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0165  -13.0282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0210  -13.8454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7996  -14.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3625  -14.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6142  -14.0011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0565  -14.8694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  3  2  1  0
  9  7  1  0
  8  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  1  0
  7 13  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17  2  1  0
  2 14  1  0
 14 12  1  1
 16 18  1  1
 18 19  1  0
 17 20  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4557913

   ---

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: 285.24

Molecular Weight (Monoisotopic): 285.0873

AlogP: -1.51

#Rotatable Bonds: 2

Polar Surface Area: 126.15

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.55

CX Basic pKa: ┄

CX LogP: -1.37

CX LogD: -1.39

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.61

Np Likeness Score: 0.04

References

1. Yang W, Peng Y, Wang J, Song C, Yu W, Zhou Y, Jiang J, Wang Q, Wu J, Chang J..  (2019)  Design, synthesis, and biological evaluation of novel 2'-deoxy-2'-fluoro-2'-C-methyl 8-azanebularine derivatives as potent anti-HBV agents.,  29  (11): [PMID:30962085] [10.1016/j.bmcl.2019.04.005]

Source

Source(1):

• Scientific Literature