1-Ethoxycarbonyl-4-benzyl-1,2,4-triazolo[4,3-a]quinoxaline

ID: ALA3621368

Cas Number: 261729-53-7

PubChem CID: 3756818

Max Phase: Preclinical

Molecular Formula: C19H16N4O2

Molecular Weight: 332.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1nnc2c(Cc3ccccc3)nc3ccccc3n12

Standard InChI:  InChI=1S/C19H16N4O2/c1-2-25-19(24)18-22-21-17-15(12-13-8-4-3-5-9-13)20-14-10-6-7-11-16(14)23(17)18/h3-11H,2,12H2,1H3

Standard InChI Key:  DJXQKAPQOGJRKP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    0.6426    0.8996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9460    0.1469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9460   -1.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6426   -2.0562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6609   -1.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9460   -2.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2678   -1.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2678    0.1469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9460    0.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6609    0.1469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4601    2.5335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0843    1.1566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9547    2.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2280   -2.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1945   -3.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4749   -4.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4385   -5.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1216   -6.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8412   -5.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8776   -4.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0501    3.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4098    4.9082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2233    3.2273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5968    6.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2290    7.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  1 10  1  0
  5 10  2  0
 11 12  1  0
 11 13  2  0
  1 13  1  0
  2 12  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
  3 14  1  0
 13 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3621368

   Ethyl 4-benzyl-[1,2,4]triazolo[4,3-a]quinoxaline-1-carboxylate

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: 332.36

Molecular Weight (Monoisotopic): 332.1273

AlogP: 3.05

#Rotatable Bonds: 4

Polar Surface Area: 69.38

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.49

CX LogD: 2.49

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: -1.00

References

1. Issa DAE, Habib NS, Abdel Wahab AE.  (2015)  Design, synthesis and biological evaluation of novel 1,2,4-triazolo and 1,2,4-triazino[4,3-a]quinoxalines as potential anticancer and antimicrobial agents,  6  (1): [10.1039/C4MD00257A]

Source

Source(1):

• Scientific Literature