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

ID: ALA430890

PubChem CID: 11242437

Max Phase: Preclinical

Molecular Formula: C10H7N5O2S

Molecular Weight: 261.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1n[nH]c(/C(C#N)=C/c2ccc([N+](=O)[O-])s2)n1

Standard InChI:  InChI=1S/C10H7N5O2S/c1-6-12-10(14-13-6)7(5-11)4-8-2-3-9(18-8)15(16)17/h2-4H,1H3,(H,12,13,14)/b7-4+

Standard InChI Key:  MNGLNFZJMXZYMX-QPJJXVBHSA-N

Molfile:  

     RDKit          2D

 18 19  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
    1.3500   -0.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1042   -1.1167    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
   -2.6583    0.5250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6375   -1.1750    0.0000 S   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
   -0.8000   -0.6917    0.0000 C   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
    1.1917    0.0333    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
   -0.5750    1.4875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3750    0.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1875   -1.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792   -0.6417    0.0000 O   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
  2  1  2  0
  3  7  1  0
  4  3  1  0
  5  1  1  0
  6  1  1  0
  7  8  1  0
  8  9  1  0
  9  5  2  0
 10  6  1  0
 11  2  1  0
 12 15  1  0
 13  5  1  0
 14 13  3  0
 15  8  2  0
 16  4  1  0
 17  4  2  0
 18 11  1  0
 10 11  2  0
  3 12  2  0
M  CHG  2   4   1  16  -1
M  END

Alternative Forms

1. Parent:

   

   ALA430890

   (E)-2-(5-methyl-1H-1,2,4-triazol-3-yl)-3-(5-nitrothiophen-2-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: 261.27

Molecular Weight (Monoisotopic): 261.0320

AlogP: 2.15

#Rotatable Bonds: 3

Polar Surface Area: 108.50

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.43

CX Basic pKa: 0.85

CX LogP: 2.79

CX LogD: 2.79

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.52

Np Likeness Score: -2.51

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