(3-(7-(2-fluorophenyl)-2-((2-methyl-2H-1,2,4-triazol-3-yl)methoxy)pyrazolo[1,5-d][1,2,4]triazin-3-yl)phenyl)methanol

ID: ALA210769

PubChem CID: 44413407

Max Phase: Preclinical

Molecular Formula: C22H18FN7O2

Molecular Weight: 431.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1ncnc1COc1nn2c(-c3ccccc3F)nncc2c1-c1cccc(CO)c1

Standard InChI:  InChI=1S/C22H18FN7O2/c1-29-19(24-13-26-29)12-32-22-20(15-6-4-5-14(9-15)11-31)18-10-25-27-21(30(18)28-22)16-7-2-3-8-17(16)23/h2-10,13,31H,11-12H2,1H3

Standard InChI Key:  NKSBSXBZWIZUKS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   -2.6606  -23.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4771  -23.2508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5943  -24.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8538  -24.4312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2790  -23.8393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4627  -23.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9541  -18.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5231  -19.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5262  -18.8292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2443  -18.4203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2424  -20.0736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9568  -19.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5733  -20.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2400  -20.9650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4175  -20.8816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6552  -21.6779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2893  -19.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2864  -18.9767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0014  -18.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7155  -18.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7103  -19.8106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9947  -20.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1918  -20.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1904  -20.8969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9044  -21.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6196  -20.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6161  -20.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9015  -19.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8977  -18.8331    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2455  -22.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4220  -20.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1392  -19.8202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  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
 28 29  1  0
 13 14  1  0
 16 30  1  0
 30  1  1  0
 14 15  2  0
 21 31  1  0
 15 11  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA210769

   (3-(7-(2-fluorophenyl)-2-((2-methyl-2H-1,2,4-triazol-3-yl)methoxy)pyrazolo[1,5-d][1,2,4]triazin-3-yl)phenyl)methanol

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: 431.43

Molecular Weight (Monoisotopic): 431.1506

AlogP: 2.80

#Rotatable Bonds: 6

Polar Surface Area: 103.25

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.08

CX LogP: 2.35

CX LogD: 2.35

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: -1.34

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