4-nitro-(4'-methoxy)cinnamanilide

ID: ALA2251545

PubChem CID: 5340624

Max Phase: Preclinical

Molecular Formula: C16H14N2O4

Molecular Weight: 298.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/C(=O)Nc2ccc([N+](=O)[O-])cc2)cc1

Standard InChI:  InChI=1S/C16H14N2O4/c1-22-15-9-2-12(3-10-15)4-11-16(19)17-13-5-7-14(8-6-13)18(20)21/h2-11H,1H3,(H,17,19)/b11-4+

Standard InChI Key:  ZOFMPEPWWRZOGC-NYYWCZLTSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   35.6042  -14.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6030  -15.7353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3111  -16.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0207  -15.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0179  -14.9122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3093  -14.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7241  -14.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4333  -14.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1395  -14.4956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8493  -14.9014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.1370  -13.6783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.8527  -15.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1462  -16.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1492  -16.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8592  -17.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5675  -16.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5610  -16.1189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8950  -16.1433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.1876  -15.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8648  -18.1718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.5747  -18.5765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.1594  -18.5843    0.0000 O   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
 20 21  2  0
 20 22  1  0
 15 20  1  0
M  CHG  2  20   1  22  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2251545

   4-NITRO-(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: 298.30

Molecular Weight (Monoisotopic): 298.0954

AlogP: 3.26

#Rotatable Bonds: 5

Polar Surface Area: 81.47

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.34

CX Basic pKa: ┄

CX LogP: 3.35

CX LogD: 3.35

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.52

Np Likeness Score: -1.08

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