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

ID: ALA116627

PubChem CID: 11359008

Max Phase: Preclinical

Molecular Formula: C17H11N5O2

Molecular Weight: 317.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#C/C(=C\c1cccc([N+](=O)[O-])c1)c1n[nH]c(-c2ccccc2)n1

Standard InChI:  InChI=1S/C17H11N5O2/c18-11-14(9-12-5-4-8-15(10-12)22(23)24)17-19-16(20-21-17)13-6-2-1-3-7-13/h1-10H,(H,19,20,21)/b14-9+

Standard InChI Key:  VZRMUFMZXVTNSJ-NTEUORMPSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    4.1917   -4.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6042   -3.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4292   -3.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792   -3.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417   -2.6667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5042   -5.0917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3042   -3.0042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9042   -3.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7792   -2.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0292   -4.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1292   -1.7042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1542   -5.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3250   -5.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7292   -3.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2042   -4.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7667   -4.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3750   -3.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8917   -2.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0667   -3.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9792   -4.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292   -5.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3167   -5.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3625   -4.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5292   -5.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  2  0
  5  2  2  0
  6 10  1  0
  7  4  1  0
  8  3  2  0
  9  3  1  0
 10 15  1  0
 11  9  3  0
 12  6  1  0
 13  6  2  0
 14  8  1  0
 15 14  2  0
 16  4  1  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 20 16  2  0
 21 16  1  0
 22 21  2  0
 23 20  1  0
 24 22  1  0
  7  5  1  0
 23 24  2  0
 10 17  2  0
M  CHG  2   6   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA116627

   (E)-3-(3-nitrophenyl)-2-(3-phenyl-1H-1,2,4-triazol-5-yl)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: 317.31

Molecular Weight (Monoisotopic): 317.0913

AlogP: 3.44

#Rotatable Bonds: 4

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: 9.22

CX Basic pKa: 0.15

CX LogP: 4.72

CX LogD: 4.71

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.45

Np Likeness Score: -1.73

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