6-(2-amino-5-fluorophenyl)-3-(4-fluorophenylamino)-3,4-dihydro-1,2,4-triazin-5(2H)-one

ID: ALA5279668

Max Phase: Preclinical

Molecular Formula: C15H13F2N5O

Molecular Weight: 317.30

Names and Identifiers

Canonical SMILES:  Nc1ccc(F)cc1C1=NNC(Nc2ccc(F)cc2)NC1=O

Standard InChI:  InChI=1S/C15H13F2N5O/c16-8-1-4-10(5-2-8)19-15-20-14(23)13(21-22-15)11-7-9(17)3-6-12(11)18/h1-7,15,19,22H,18H2,(H,20,23)

Standard InChI Key:  IWCOUWDZZGKCRW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -1.0713    1.4456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858    1.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858    0.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0713   -0.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0713   -1.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858   -1.4456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3548   -1.4412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3553   -1.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698   -1.4419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7843   -1.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7843   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4973    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2120   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2120   -1.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5019   -1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9265    0.2062    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.3553   -0.2040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3566    0.2078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4958   -0.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2120    0.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9265   -0.2081    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2120    1.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4976    1.4449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  3  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 10 15  1  0
 13 16  1  0
  8 17  1  0
 17 18  1  0
 18  4  2  0
 19  3  1  0
 20 19  2  0
 20 21  1  0
 22 20  1  0
 23 22  2  0
  2 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5279668

   ---

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: 317.30

Molecular Weight (Monoisotopic): 317.1088

AlogP: 1.37

#Rotatable Bonds: 3

Polar Surface Area: 91.54

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.72

CX Basic pKa: 1.87

CX LogP: 2.12

CX LogD: 2.12

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.64

Np Likeness Score: -0.73

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