3-(2-fluorophenyl)-2-((2-methyl-2H-1,2,4-triazol-3-yl)methoxy)-7-(2,4,6-trifluorophenyl)pyrazolo[1,5-d][1,2,4]triazine

ID: ALA208863

PubChem CID: 44413394

Max Phase: Preclinical

Molecular Formula: C21H13F4N7O

Molecular Weight: 455.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1ncnc1COc1nn2c(-c3c(F)cc(F)cc3F)nncc2c1-c1ccccc1F

Standard InChI:  InChI=1S/C21H13F4N7O/c1-31-17(26-10-28-31)9-33-21-18(12-4-2-3-5-13(12)23)16-8-27-29-20(32(16)30-21)19-14(24)6-11(22)7-15(19)25/h2-8,10H,9H2,1H3

Standard InChI Key:  IGTNDWINIZAURX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   13.2907   -1.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4741   -2.0161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3569   -2.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0975   -3.1966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6723   -2.6046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4887   -2.7240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9973    2.4020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4284    1.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4252    2.4059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7070    2.8147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7091    1.1613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9945    1.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3781    1.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7114    0.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5339    0.3532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2961   -0.4430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6620    1.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6649    2.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9498    2.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2356    2.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2409    1.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9565    1.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1434    1.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1420    0.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8560   -0.0738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5712    0.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5678    1.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8531    1.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7059   -1.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9641    0.1928    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.8493    2.4020    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.4272   -0.0741    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.2866   -0.0715    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 14 16  1  0
 11  8  1  0
 13 17  1  0
  3  4  2  0
 17 18  2  0
  8  9  2  0
 18 19  1  0
  4  5  1  0
 19 20  2  0
  9 10  1  0
 20 21  1  0
 10  7  2  0
 21 22  2  0
 22 17  1  0
 11 12  1  0
  8 23  1  0
  5  1  1  0
 23 24  2  0
 24 25  1  0
  5  6  1  0
 25 26  2  0
  1  2  2  0
 26 27  1  0
  7 12  1  0
 27 28  2  0
 28 23  1  0
 12 13  2  0
 16 29  1  0
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 13 14  1  0
 22 30  1  0
 14 15  2  0
 28 31  1  0
 15 11  1  0
 24 32  1  0
  2  3  1  0
 26 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA208863

   3-(2-fluorophenyl)-2-((2-methyl-2H-1,2,4-triazol-3-yl)methoxy)-7-(2,4,6-trifluorophenyl)pyrazolo[1,5-d][1,2,4]triazine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 455.38

Molecular Weight (Monoisotopic): 455.1118

AlogP: 3.72

#Rotatable Bonds: 5

Polar Surface Area: 83.02

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.08

CX LogP: 3.54

CX LogD: 3.54

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.38

Np Likeness Score: -1.47

References

1. Carling RW, Russell MG, Moore KW, Mitchinson A, Guiblin A, Smith A, Wafford KA, Marshall G, Atack JR, Street LJ..  (2006)  2,3,7-Trisubstituted pyrazolo[1,5-d][1,2,4]triazines: functionally selective GABAA alpha3-subtype agonists.,  16  (13): [PMID:16621541] [10.1016/j.bmcl.2006.03.081]

Source

Source(1):

• Scientific Literature