7-chloro-3-(phenylamino)benzo[e][1,2,4]triazine 1,4-dioxide

ID: ALA5286434

Max Phase: Preclinical

Molecular Formula: C13H9ClN4O2

Molecular Weight: 288.69

Names and Identifiers

Canonical SMILES:  [O-][n+]1nc(Nc2ccccc2)[n+]([O-])c2ccc(Cl)cc21

Standard InChI:  InChI=1S/C13H9ClN4O2/c14-9-6-7-11-12(8-9)18(20)16-13(17(11)19)15-10-4-2-1-3-5-10/h1-8H,(H,15,16)

Standard InChI Key:  DEVSLCKYZFDUAI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -0.3557   -1.6499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3557   -0.8249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3557   -0.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0703   -0.8208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7848   -0.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7848    0.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4977    0.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2141    0.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2141   -0.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5023   -0.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3557    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3607    0.8249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3607    1.6499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0733    0.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0733   -0.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7833   -0.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4995   -0.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4995    0.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851    0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2141    0.8262    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  6  5  2  0
  7  6  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  5 10  1  0
  3 11  1  0
 11 12  2  0
 12 13  1  0
 14 12  1  0
 15 14  2  0
 15  2  1  0
 16 15  1  0
 17 16  2  0
 18 17  1  0
 19 18  2  0
 14 19  1  0
 18 20  1  0
M  CHG  4   1  -1   2   1  12   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5286434

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 288.69

Molecular Weight (Monoisotopic): 288.0414

AlogP: 1.90

#Rotatable Bonds: 2

Polar Surface Area: 78.80

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.95

CX Basic pKa: 1.97

CX LogP: 2.09

CX LogD: 0.54

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.58

Np Likeness Score: -0.81

References

1. Cascioferro S, Parrino B, Spanò V, Carbone A, Montalbano A, Barraja P, Diana P, Cirrincione G..  (2017)  An overview on the recent developments of 1,2,4-triazine derivatives as anticancer compounds.,  142  [PMID:28851503] [10.1016/j.ejmech.2017.08.009]

Source

Source(1):

• Scientific Literature