(Z)-2-(4'-Nitrophenyl)-1-(4-hydroxyphenyl)ethene

ID: ALA2285715

PubChem CID: 1712212

Max Phase: Preclinical

Molecular Formula: C14H11NO3

Molecular Weight: 241.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(/C=C\c2ccc(O)cc2)cc1

Standard InChI:  InChI=1S/C14H11NO3/c16-14-9-5-12(6-10-14)2-1-11-3-7-13(8-4-11)15(17)18/h1-10,16H/b2-1-

Standard InChI Key:  OETQWIHJPIESQB-UPHRSURJSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    1.6841   -9.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4992   -9.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2981   -8.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9828   -7.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8027   -7.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5510   -8.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9309   -9.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7368   -8.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0011   -8.4275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1860   -8.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1333   -9.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2453  -10.4168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7499   -9.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3801   -9.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9460   -9.8444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3314  -10.5651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1514  -10.5956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9032  -11.2630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
 14  9  1  0
  4  6  1  0
  5  4  2  0
  6  8  1  0
  7  2  1  0
  8  3  2  0
 15 11  1  0
  9 10  2  0
 10  5  1  0
 11 13  2  0
 12  1  1  0
 13 10  1  0
  7  6  2  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
M  CHG  2  16   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2285715

   4-[(Z)-2-(4-nitrophenyl)ethenyl]phenol

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: 241.25

Molecular Weight (Monoisotopic): 241.0739

AlogP: 3.47

#Rotatable Bonds: 3

Polar Surface Area: 63.37

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.25

CX Basic pKa: ┄

CX LogP: 3.95

CX LogD: 3.94

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.51

Np Likeness Score: -0.24

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