4-(4-methylpiperazin-1-yl)-1-phenyl-[1,2,4]triazolo[4,3-a]quinoxaline

ID: ALA1278129

PubChem CID: 899291

Max Phase: Preclinical

Molecular Formula: C20H20N6

Molecular Weight: 344.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(c2nc3ccccc3n3c(-c4ccccc4)nnc23)CC1

Standard InChI:  InChI=1S/C20H20N6/c1-24-11-13-25(14-12-24)19-20-23-22-18(15-7-3-2-4-8-15)26(20)17-10-6-5-9-16(17)21-19/h2-10H,11-14H2,1H3

Standard InChI Key:  QAKXAIARQMNVPJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 30  0  0  0  0  0  0  0  0999 V2000
   18.5721    1.6200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5709    0.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2854    0.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2836    2.0325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9985    1.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9993    0.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4242    1.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7087    2.0376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4289    0.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7127    0.3899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8823   -0.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7035   -0.5068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0413    0.2468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3290   -1.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5240   -0.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9709   -1.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2235   -2.2478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0343   -2.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5839   -1.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1357    2.0472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8519    1.6404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5614    2.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5607    2.8785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8442    3.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1285    2.8738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2738    3.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 20 21  1  0
  5  4  2  0
  4  1  1  0
  2  3  1  0
  5  6  1  0
 20 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 10 11  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1278129

   4-(4-Methylpiperazin-1-yl)-1-phenyl-[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: 344.42

Molecular Weight (Monoisotopic): 344.1749

AlogP: 2.70

#Rotatable Bonds: 2

Polar Surface Area: 49.56

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.46

CX LogP: 2.56

CX LogD: 2.23

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.56

Np Likeness Score: -1.62

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