4-amino-8-cyano-7-methyl-6-phenylpyrrolo[2,1-c][1,2,4]triazine-3-carboxamide

ID: ALA5286111

Max Phase: Preclinical

Molecular Formula: C15H12N6O

Molecular Weight: 292.30

Names and Identifiers

Canonical SMILES:  Cc1c(C#N)c2nnc(C(N)=O)c(N)n2c1-c1ccccc1

Standard InChI:  InChI=1S/C15H12N6O/c1-8-10(7-16)15-20-19-11(14(18)22)13(17)21(15)12(8)9-5-3-2-4-6-9/h2-6H,17H2,1H3,(H2,18,22)

Standard InChI Key:  XLAOQEOJIWLYFS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -0.3790    0.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3355    1.2253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0475    0.8134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0475   -0.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3373   -0.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3790   -0.0154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1668    1.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1668   -0.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6538    0.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3812    1.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5955    2.6691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4820    0.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3812   -1.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7957   -1.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0102   -2.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8104   -2.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3943   -2.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1847   -1.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3373   -1.2518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7648   -0.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4820   -0.0116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7648   -1.2541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  3  1  0
  5  4  2  0
  1  6  1  0
  6  5  1  0
  1  7  2  0
  6  8  1  0
  8  9  2  0
  9  7  1  0
  7 10  1  0
 10 11  3  0
  9 12  1  0
 13  8  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 17 16  1  0
 13 18  1  0
 18 17  2  0
  5 19  1  0
  4 20  1  0
 20 21  1  0
 20 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286111

   ---

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: 292.30

Molecular Weight (Monoisotopic): 292.1073

AlogP: 1.26

#Rotatable Bonds: 2

Polar Surface Area: 123.09

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.26

CX Basic pKa: ┄

CX LogP: 0.86

CX LogD: 0.86

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.74

Np Likeness Score: -1.35

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