4-methyl-(3'-chloro)cinnamanilide

ID: ALA2251551

PubChem CID: 2664884

Max Phase: Preclinical

Molecular Formula: C16H14ClNO

Molecular Weight: 271.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)/C=C/c2cccc(Cl)c2)cc1

Standard InChI:  InChI=1S/C16H14ClNO/c1-12-5-8-15(9-6-12)18-16(19)10-7-13-3-2-4-14(17)11-13/h2-11H,1H3,(H,18,19)/b10-7+

Standard InChI Key:  ZHFXDJKMCOBOKV-JXMROGBWSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   29.2524  -20.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2512  -21.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9593  -22.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6689  -21.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6661  -20.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9575  -20.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3723  -20.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0815  -20.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7877  -20.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4975  -20.9066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7852  -19.6834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5009  -21.7237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7944  -22.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7974  -22.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5074  -23.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2157  -22.9391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2092  -22.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9591  -22.9666    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.5119  -24.1722    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
  3 18  1  0
 15 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2251551

   4-METHYL-(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: 271.75

Molecular Weight (Monoisotopic): 271.0764

AlogP: 4.30

#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: 4.69

CX LogD: 4.69

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.83

Np Likeness Score: -1.31

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