(Z)-2-(4',6'-Dinitrophenyl)-1-(3,4,5-trimethoxyphenyl)ethene

ID: ALA2285722

PubChem CID: 76330938

Max Phase: Preclinical

Molecular Formula: C17H16N2O7

Molecular Weight: 360.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C\c2ccc([N+](=O)[O-])cc2[N+](=O)[O-])cc(OC)c1OC

Standard InChI:  InChI=1S/C17H16N2O7/c1-24-15-8-11(9-16(25-2)17(15)26-3)4-5-12-6-7-13(18(20)21)10-14(12)19(22)23/h4-10H,1-3H3/b5-4-

Standard InChI Key:  DYBCGDZTUVOLPF-PLNGDYQASA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   18.2631  -19.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8545  -19.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0803  -19.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4889  -18.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3061  -18.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7147  -19.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3061  -19.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4889  -19.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7147  -20.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3061  -21.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5319  -19.1443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9405  -18.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7147  -17.7303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3061  -17.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2631  -20.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0803  -20.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4889  -21.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0803  -21.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2631  -21.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8545  -21.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0373  -21.2674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6287  -20.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6287  -21.9765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4889  -22.6856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3061  -22.6856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0803  -23.3906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  3  8  2  0
  9 10  1  0
  7  9  1  0
 11 12  1  0
  6 11  1  0
 13 14  1  0
  5 13  1  0
  1  3  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
 21 22  2  0
 21 23  1  0
 20 21  1  0
 24 25  2  0
 24 26  1  0
 18 24  1  0
  2 15  1  0
M  CHG  4  21   1  23  -1  24   1  26  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2285722

   5-[(Z)-2-(2,4-dinitrophenyl)ethenyl]-1,2,3-trimethoxybenzene

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: 360.32

Molecular Weight (Monoisotopic): 360.0958

AlogP: 3.70

#Rotatable Bonds: 7

Polar Surface Area: 113.97

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.72

CX LogD: 3.72

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.42

Np Likeness Score: -0.45

References

1. Liu Y, Li X, Zhao C, Lu Y, Li W, Liu Z, Feng G, Yang L.  (2013)  Synthesis and insect antifeedant activity of stilbene derivatives against Brontispa longissima Larvae,  22  (5): [10.1007/s00044-012-0212-x]

Source

Source(1):

• Scientific Literature