2-chloro-(3'-chloro)cinnamanilide

ID: ALA2251562

PubChem CID: 1675579

Max Phase: Preclinical

Molecular Formula: C15H11Cl2NO

Molecular Weight: 292.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1cccc(Cl)c1)Nc1ccccc1Cl

Standard InChI:  InChI=1S/C15H11Cl2NO/c16-12-5-3-4-11(10-12)8-9-15(19)18-14-7-2-1-6-13(14)17/h1-10H,(H,18,19)/b9-8+

Standard InChI Key:  PZWYGVRIPLLNDN-CMDGGOBGSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   29.0832  -10.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0820  -11.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7901  -11.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4997  -11.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4969  -10.4754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7883  -10.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2031  -10.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9123  -10.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6185  -10.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3283  -10.4647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6160   -9.2416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.3317  -11.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6252  -11.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6282  -12.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3382  -12.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0465  -12.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0399  -11.6822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7899  -12.5247    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.9166  -11.2832    0.0000 Cl  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
  3 18  1  0
 13 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2251562

   (E)-N-(2-chlorophenyl)-3-(3-chlorophenyl)prop-2-enamide

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: 292.17

Molecular Weight (Monoisotopic): 291.0218

AlogP: 4.65

#Rotatable Bonds: 3

Polar Surface Area: 29.10

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.99

CX Basic pKa: ┄

CX LogP: 4.78

CX LogD: 4.78

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.82

Np Likeness Score: -1.38

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