6-(4-nitrophenyl)-1-(3,4,5-trimethoxyphenyl)pyridin-2(1H)-one

ID: ALA2431554

PubChem CID: 71699328

Max Phase: Preclinical

Molecular Formula: C20H18N2O6

Molecular Weight: 382.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(-n2c(-c3ccc([N+](=O)[O-])cc3)cccc2=O)cc(OC)c1OC

Standard InChI:  InChI=1S/C20H18N2O6/c1-26-17-11-15(12-18(27-2)20(17)28-3)21-16(5-4-6-19(21)23)13-7-9-14(10-8-13)22(24)25/h4-12H,1-3H3

Standard InChI Key:  IEYRCIGYZNTXIM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   34.3536   -2.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3525   -2.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0605   -3.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7702   -2.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7674   -2.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0587   -1.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0603   -4.0556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3525   -4.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6445   -3.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9371   -2.8283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6458   -1.6015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6456   -0.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4735   -1.5951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1863   -2.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8903   -1.5938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8915   -0.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1824   -0.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4722   -0.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7642   -0.3694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1890   -2.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4825   -3.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4848   -4.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1944   -4.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9031   -4.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8972   -3.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1982   -5.2642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.9102   -5.6734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4948   -5.6800    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
  3  7  1  0
  7  8  1  0
  2  9  1  0
  9 10  1  0
  1 11  1  0
 11 12  1  0
  5 13  1  0
 13 14  1  0
 13 18  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 14 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 23 26  1  0
 26 27  2  0
 26 28  1  0
M  CHG  2  26   1  28  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2431554

   6-(4-Nitrophenyl)-1-(3,4,5-trimethoxyphenyl)pyridin-2-one

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: 382.37

Molecular Weight (Monoisotopic): 382.1165

AlogP: 3.44

#Rotatable Bonds: 6

Polar Surface Area: 92.83

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.66

CX LogD: 2.66

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.48

Np Likeness Score: -0.77

References

1. Chen T, Luo Y, Hu Y, Yang B, Lu W..  (2013)  Synthesis and biological evaluation of novel 1,6-diaryl pyridin-2(1H)-one analogs.,  64  [PMID:23708235] [10.1016/j.ejmech.2013.04.008]

Source

Source(1):

• Scientific Literature