1-(2,6-dichlorophenyl)-4-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]quinoxaline

ID: ALA1278130

Cas Number: 343372-37-2

PubChem CID: 3848696

Max Phase: Preclinical

Molecular Formula: C16H7Cl2F3N4

Molecular Weight: 383.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1nc2ccccc2n2c(-c3c(Cl)cccc3Cl)nnc12

Standard InChI:  InChI=1S/C16H7Cl2F3N4/c17-8-4-3-5-9(18)12(8)14-23-24-15-13(16(19,20)21)22-10-6-1-2-7-11(10)25(14)15/h1-7H

Standard InChI Key:  WTRRGKLODXSCQG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   26.7337    2.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7325    1.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4472    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4454    2.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1607    2.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1615    1.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5869    2.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8711    2.5135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5917    1.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8752    0.8650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0448    0.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8664   -0.0321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2042    0.7218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4913   -0.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6859   -0.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1326   -0.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3854   -1.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1965   -1.9457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7463   -1.3335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2988    2.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0157    2.1149    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.2938    3.3480    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.8786    3.1099    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.5535   -1.5035    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   27.4356    0.4093    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  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
  5  6  1  0
 15 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1278130

   1-(2,6-Dichlorophenyl)-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: 383.16

Molecular Weight (Monoisotopic): 382.0000

AlogP: 5.27

#Rotatable Bonds: 1

Polar Surface Area: 43.08

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.48

CX LogP: 4.48

CX LogD: 4.48

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.45

Np Likeness Score: -1.48

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]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays