4-methoxy-cinnamanilide

ID: ALA2251556

Cas Number: 340258-57-3

PubChem CID: 668243

Max Phase: Preclinical

Molecular Formula: C16H15NO2

Molecular Weight: 253.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/C(=O)Nc2ccccc2)cc1

Standard InChI:  InChI=1S/C16H15NO2/c1-19-15-10-7-13(8-11-15)9-12-16(18)17-14-5-3-2-4-6-14/h2-12H,1H3,(H,17,18)/b12-9+

Standard InChI Key:  XICCSKWKPWAILC-FMIVXFBMSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   35.6917   -5.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6906   -6.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4054   -6.8114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1219   -6.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1191   -5.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4036   -5.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8320   -5.1522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5481   -5.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2610   -5.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9777   -5.5565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.2584   -4.3217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9811   -6.3816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2677   -6.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2709   -7.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9876   -8.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7028   -7.6086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6961   -6.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9757   -6.8103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2616   -6.3973    0.0000 C   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
  2 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2251556

   4-METHOXY-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: 253.30

Molecular Weight (Monoisotopic): 253.1103

AlogP: 3.35

#Rotatable Bonds: 4

Polar Surface Area: 38.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.41

CX LogD: 3.41

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.85

Np Likeness Score: -0.72

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