1-(2-fluorophenyl)-4-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]quinoxaline

ID: ALA1278036

Cas Number: 338962-33-7

PubChem CID: 1479556

Max Phase: Preclinical

Molecular Formula: C16H8F4N4

Molecular Weight: 332.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1ccccc1-c1nnc2c(C(F)(F)F)nc3ccccc3n12

Standard InChI:  InChI=1S/C16H8F4N4/c17-10-6-2-1-5-9(10)14-22-23-15-13(16(18,19)20)21-11-7-3-4-8-12(11)24(14)15/h1-8H

Standard InChI Key:  DGXUTGJVOGUBHW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   13.2777    2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2766    1.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9914    1.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9896    2.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7050    2.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7057    1.5935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1313    2.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4154    2.8345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1361    1.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4194    1.1859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5891    0.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4108    0.2887    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7487    1.0428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0355   -0.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2301   -0.0560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6768   -0.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9295   -1.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7408   -1.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2906   -1.0128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8432    2.8441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5602    2.4360    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.8382    3.6691    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.4230    3.4310    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.0979   -1.1828    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  2  0
  6 10  1  0
 11 14  1  0
  3  6  2  0
 14 15  2  0
  9  7  1  0
 15 16  1  0
  1  2  2  0
 16 17  2  0
  7  8  2  0
 17 18  1  0
  8  5  1  0
 18 19  2  0
 19 14  1  0
  9 10  1  0
  7 20  1  0
  5  4  2  0
 20 21  1  0
  4  1  1  0
 20 22  1  0
 20 23  1  0
  2  3  1  0
 19 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1278036

   1-(2-Fluorophenyl)-4-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]quinoxaline

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: 332.26

Molecular Weight (Monoisotopic): 332.0685

AlogP: 4.10

#Rotatable Bonds: 1

Polar Surface Area: 43.08

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.53

CX LogP: 3.42

CX LogD: 3.42

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.49

Np Likeness Score: -1.68

References

1. Carosati E, Sforna G, Pippi M, Marverti G, Ligabue A, Guerrieri D, Piras S, Guaitoli G, Luciani R, Costi MP, Cruciani G..  (2010)  Ligand-based virtual screening and ADME-tox guided approach to identify triazolo-quinoxalines as folate cycle inhibitors.,  18  (22): [PMID:20951595] [10.1016/j.bmc.2010.09.065]

Source

Source(1):

• Scientific Literature