3-chloro-cinnamanilide

ID: ALA2251555

PubChem CID: 1675503

Max Phase: Preclinical

Molecular Formula: C15H12ClNO

Molecular Weight: 257.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1cccc(Cl)c1)Nc1ccccc1

Standard InChI:  InChI=1S/C15H12ClNO/c16-13-6-4-5-12(11-13)9-10-15(18)17-14-7-2-1-3-8-14/h1-11H,(H,17,18)/b10-9+

Standard InChI Key:  FCWLPQWRAKGOGU-MDZDMXLPSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   29.3902   -5.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3890   -6.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1039   -7.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8203   -6.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8174   -5.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1021   -5.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5304   -5.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2464   -5.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9593   -5.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6759   -5.8146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9568   -4.5798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6793   -6.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9660   -7.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9691   -7.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6859   -8.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4010   -7.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3943   -7.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1037   -7.8943    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
M  END

Alternative Forms

1. Parent:

   

   ALA2251555

   3-CHLORO-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: 257.72

Molecular Weight (Monoisotopic): 257.0607

AlogP: 3.99

#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: ┄

CX Basic pKa: ┄

CX LogP: 4.17

CX LogD: 4.17

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.83

Np Likeness Score: -1.19

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