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)benzenamine

ID: ALA379788

PubChem CID: 18406880

Max Phase: Preclinical

Molecular Formula: C21H17FN8O

Molecular Weight: 416.42

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H17FN8O/c1-29-18(24-12-26-29)11-31-21-19(13-5-4-6-14(23)9-13)17-10-25-27-20(30(17)28-21)15-7-2-3-8-16(15)22/h2-10,12H,11,23H2,1H3

Standard InChI Key:  BJWCHPTVHBYZPV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.2682  -22.1824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4517  -22.3264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3345  -23.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6498  -22.9149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4662  -23.0343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9748  -17.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4060  -18.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4028  -17.9045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6846  -17.4957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6865  -19.1491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9721  -18.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.5115  -19.9571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2737  -20.7534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9274  -17.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2132  -18.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2185  -18.8860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9340  -19.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1208  -19.1475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1195  -19.9724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8336  -20.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5486  -19.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5452  -19.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8306  -18.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8269  -17.9084    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.6835  -21.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5067  -19.3034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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 10  7  2  0
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  8 23  1  0
  5  1  1  0
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  1  2  2  0
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 16 30  1  0
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 14 15  2  0
 21 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA379788

   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)benzenamine

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: 416.42

Molecular Weight (Monoisotopic): 416.1509

AlogP: 2.89

#Rotatable Bonds: 5

Polar Surface Area: 109.04

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.42

CX LogP: 2.29

CX LogD: 2.29

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.44

Np Likeness Score: -1.61

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