3-nitro-cinnamanilide

ID: ALA2251553

Cas Number: 1615697-39-6

PubChem CID: 732430

Max Phase: Preclinical

Molecular Formula: C15H12N2O3

Molecular Weight: 268.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1cccc([N+](=O)[O-])c1)Nc1ccccc1

Standard InChI:  InChI=1S/C15H12N2O3/c18-15(16-13-6-2-1-3-7-13)10-9-12-5-4-8-14(11-12)17(19)20/h1-11H,(H,16,18)/b10-9+

Standard InChI Key:  GTJRARGKGRCIBY-MDZDMXLPSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   17.9058   -6.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9046   -7.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6194   -7.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3358   -7.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3329   -6.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6175   -5.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0458   -5.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7618   -6.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4746   -5.7795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1912   -6.1893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4721   -4.9546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1947   -7.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4814   -7.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4845   -8.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2011   -8.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9162   -8.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9096   -7.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6212   -8.2734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3356   -8.6861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9067   -8.6858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 18 19  2  0
 18 20  1  0
  3 18  1  0
M  CHG  2  18   1  20  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2251553

   3-NITRO-CINNAMANILIDE

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: 268.27

Molecular Weight (Monoisotopic): 268.0848

AlogP: 3.25

#Rotatable Bonds: 4

Polar Surface Area: 72.24

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.51

CX LogD: 3.51

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.53

Np Likeness Score: -1.34

References

1. Vishnoi S, Agrawal V, Kasana VK..  (2009)  Synthesis and structure--activity relationships of substituted cinnamic acids and amide analogues: a new class of herbicides.,  57  (8): [PMID:19368353] [10.1021/jf8034385]

Source

Source(1):

• Scientific Literature