2-(5-Methyl-1H-[1,2,4]triazol-3-yl)-3-(3-nitro-phenyl)-acrylonitrile

ID: ALA117701

PubChem CID: 11311376

Max Phase: Preclinical

Molecular Formula: C12H9N5O2

Molecular Weight: 255.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1n[nH]c(/C(C#N)=C/c2cccc([N+](=O)[O-])c2)n1

Standard InChI:  InChI=1S/C12H9N5O2/c1-8-14-12(16-15-8)10(7-13)5-9-3-2-4-11(6-9)17(18)19/h2-6H,1H3,(H,14,15,16)/b10-5+

Standard InChI Key:  RPFSRBISWZFZMC-BJMVGYQFSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   -2.1000   -0.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5125   -0.8042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2750   -0.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000   -1.8917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6583    0.5250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4000    0.1958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3208   -0.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8000   -0.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9250    0.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3250   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5750    1.4875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4542   -2.6417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6250   -1.8167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0250   -0.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5000   -1.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6667   -0.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9375   -1.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1875    0.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3667    0.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4 10  1  0
  5  1  1  0
  6  5  1  0
  7  2  1  0
  8  3  2  0
  9  3  1  0
 10 15  2  0
 11  9  3  0
 12  4  1  0
 13  4  2  0
 14  8  1  0
 15 14  1  0
 16 18  2  0
 17  7  1  0
 18 19  1  0
 19 14  2  0
  6  7  2  0
 10 16  1  0
M  CHG  2   4   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA117701

   (E)-2-(5-methyl-1H-1,2,4-triazol-3-yl)-3-(3-nitrophenyl)prop-2-enenitrile

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: 255.24

Molecular Weight (Monoisotopic): 255.0756

AlogP: 2.09

#Rotatable Bonds: 3

Polar Surface Area: 108.50

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.44

CX Basic pKa: 0.86

CX LogP: 2.88

CX LogD: 2.87

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.51

Np Likeness Score: -2.03

References

1. Saczewski F, Reszka P, Gdaniec M, Grünert R, Bednarski PJ..  (2004)  Synthesis, X-ray crystal structures, stabilities, and in vitro cytotoxic activities of new heteroarylacrylonitriles.,  47  (13): [PMID:15189040] [10.1021/jm0311036]

Source

Source(1):

• Scientific Literature