2-chloro-(4'-methoxy)cinnamanilide

ID: ALA2251563

PubChem CID: 773591

Max Phase: Preclinical

Molecular Formula: C16H14ClNO2

Molecular Weight: 287.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/C(=O)Nc2ccccc2Cl)cc1

Standard InChI:  InChI=1S/C16H14ClNO2/c1-20-13-9-6-12(7-10-13)8-11-16(19)18-15-5-3-2-4-14(15)17/h2-11H,1H3,(H,18,19)/b11-8+

Standard InChI Key:  PUXWTANIEOEJMN-DHZHZOJOSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   35.3235  -10.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3224  -11.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0304  -11.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7401  -11.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7373  -10.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0286   -9.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4434   -9.8082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1527  -10.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8588   -9.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5687  -10.2088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.8563   -8.9857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.5721  -11.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8655  -11.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8686  -12.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5785  -12.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2869  -12.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2803  -11.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6144  -11.4507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9070  -11.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1569  -11.0273    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
  2 18  1  0
 18 19  1  0
 13 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2251563

   (2E)-N-(2-chlorophenyl)-3-(4-methoxyphenyl)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: 287.75

Molecular Weight (Monoisotopic): 287.0713

AlogP: 4.00

#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: 12.99

CX Basic pKa: ┄

CX LogP: 4.02

CX LogD: 4.02

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.86

Np Likeness Score: -1.03

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