7-Methylamino-1-(2'-deoxy-2'-fluoro-2'-methyl-beta-D-arabinofuranosyl)-3H-[1,2,3]triazolo[4,5-d]-pyrimidine

ID: ALA4557142

PubChem CID: 155554649

Max Phase: Preclinical

Molecular Formula: C11H15FN6O3

Molecular Weight: 298.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1ncnc2c1nnn2[C@@H]1O[C@H](CO)[C@@H](O)[C@@]1(C)F

Standard InChI:  InChI=1S/C11H15FN6O3/c1-11(12)7(20)5(3-19)21-10(11)18-9-6(16-17-18)8(13-2)14-4-15-9/h4-5,7,10,19-20H,3H2,1-2H3,(H,13,14,15)/t5-,7-,10-,11-/m1/s1

Standard InChI Key:  YWAQFJVQTBOTDO-YRKGHMEHSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   13.6776   -5.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9719   -5.8483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6822   -6.2531    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.2137   -4.5606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9190   -4.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9190   -3.3389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2137   -2.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5084   -4.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5039   -3.3390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7254   -3.0907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2487   -3.7545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7327   -4.4128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2148   -2.1090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4895   -5.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7138   -5.4506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7183   -6.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4969   -6.5160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0598   -6.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3115   -6.4235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7538   -7.2918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9231   -1.7014    0.0000 C   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  2  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  1  0
  7 13  1  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
 13 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4557142

   ---

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: 298.28

Molecular Weight (Monoisotopic): 298.1190

AlogP: -0.76

#Rotatable Bonds: 3

Polar Surface Area: 118.21

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.57

CX Basic pKa: 1.06

CX LogP: -0.68

CX LogD: -0.68

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.68

Np Likeness Score: -0.06

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