5-(2,4-dinitrophenoxy)iminoquinolin-8-one

ID: ALA4577948

Cas Number: 681472-41-3

PubChem CID: 5998315

Max Phase: Preclinical

Molecular Formula: C15H8N4O6

Molecular Weight: 340.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1C=C/C(=N\Oc2ccc([N+](=O)[O-])cc2[N+](=O)[O-])c2cccnc21

Standard InChI:  InChI=1S/C15H8N4O6/c20-13-5-4-11(10-2-1-7-16-15(10)13)17-25-14-6-3-9(18(21)22)8-12(14)19(23)24/h1-8H/b17-11+

Standard InChI Key:  DZHDQRKJWNXBEM-GZTJUZNOSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   31.3036   -3.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0116   -3.2978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7158   -3.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7158   -4.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0142   -4.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3036   -4.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5956   -4.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8835   -4.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8835   -3.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5956   -3.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5956   -2.4776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5956   -5.7544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8838   -6.1643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8838   -6.9798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5955   -7.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5944   -8.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8823   -8.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1785   -8.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1717   -7.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8823   -9.4358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1746   -9.8457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5941   -9.8457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3032   -6.9801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0109   -7.3900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3033   -6.1646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  6  7  1  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
  1 10  1  0
 10 11  2  0
  7 12  2  0
 12 13  1  0
 13 14  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 18 17  1  0
 19 18  2  0
 14 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  2  0
 15 23  1  0
 23 24  1  0
 23 25  2  0
M  CHG  4  20   1  21  -1  23   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4577948

   (5E)-5-(2,4-dinitrophenoxy)iminoquinolin-8-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 340.25

Molecular Weight (Monoisotopic): 340.0444

AlogP: 2.43

#Rotatable Bonds: 4

Polar Surface Area: 137.83

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.14

CX LogP: 2.59

CX LogD: 2.59

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.61

Np Likeness Score: -0.66

References

1. Deng Y, Wu T, Zhai SQ, Li CH..  (2019)  Recent progress on anti-Toxoplasma drugs discovery: Design, synthesis and screening.,  183  [PMID:31585276] [10.1016/j.ejmech.2019.111711]

Source

Source(1):

• Scientific Literature