2-(4-Benzyl-1,2,4-triazolo[4,3-a]quinoxalin-1-yl)benzoic acid

ID: ALA3621367

PubChem CID: 122191112

Max Phase: Preclinical

Molecular Formula: C23H16N4O2

Molecular Weight: 380.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccccc1-c1nnc2c(Cc3ccccc3)nc3ccccc3n12

Standard InChI:  InChI=1S/C23H16N4O2/c28-23(29)17-11-5-4-10-16(17)21-25-26-22-19(14-15-8-2-1-3-9-15)24-18-12-6-7-13-20(18)27(21)22/h1-13H,14H2,(H,28,29)

Standard InChI Key:  PILGWTRFIPDUIM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 33  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
   -0.0521    3.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3005    4.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7856    5.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2246    5.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5776    4.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4915    3.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7400    5.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6093    4.5317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0220    6.5253    0.0000 O   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  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 27 28  1  0
 27 29  2  0
 22 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3621367

   ---

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: 380.41

Molecular Weight (Monoisotopic): 380.1273

AlogP: 4.23

#Rotatable Bonds: 4

Polar Surface Area: 80.38

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.18

CX Basic pKa: 1.15

CX LogP: 3.63

CX LogD: 0.18

Aromatic Rings: 5

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -0.89

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