4-Methyl-3,5-dinitro-N-(4-nitrophenyl)benzamide

ID: ALA4462402

PubChem CID: 3109294

Max Phase: Preclinical

Molecular Formula: C14H10N4O7

Molecular Weight: 346.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c([N+](=O)[O-])cc(C(=O)Nc2ccc([N+](=O)[O-])cc2)cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C14H10N4O7/c1-8-12(17(22)23)6-9(7-13(8)18(24)25)14(19)15-10-2-4-11(5-3-10)16(20)21/h2-7H,1H3,(H,15,19)

Standard InChI Key:  JIBKLGXTBAUFLB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   12.4050  -10.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4039  -11.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1119  -12.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8216  -11.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8188  -10.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1101  -10.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5249  -10.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2342  -10.9612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5218   -9.7381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1117  -13.0158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4039  -13.4243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8193  -13.4246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6972  -10.5617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6970   -9.7445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9896  -10.9705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9403  -10.5499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6480  -10.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3537  -10.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3510   -9.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6368   -9.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9341   -9.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0567   -9.3184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7664   -9.7234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0525   -8.5013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6959  -12.1977    0.0000 C   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  1  0
  7  9  2  0
  3 10  1  0
 10 11  1  0
 10 12  2  0
  1 13  1  0
 13 14  1  0
 13 15  2  0
  8 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
 22 23  2  0
 22 24  1  0
  2 25  1  0
M  CHG  6  10   1  11  -1  13   1  14  -1  22   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4462402

   4-methyl-3,5-dinitro-N-(4-nitrophenyl)benzamide

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: 346.26

Molecular Weight (Monoisotopic): 346.0549

AlogP: 2.97

#Rotatable Bonds: 5

Polar Surface Area: 158.52

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.85

CX Basic pKa: ┄

CX LogP: 3.40

CX LogD: 3.40

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.64

Np Likeness Score: -1.51

References

1. Güngör T, Önder FC, Tokay E, Gülhan ÜG, Hacıoğlu N, Tok TT, Çelik A, Köçkar F, Ay M..  (2019)  PRODRUGS FOR NITROREDUCTASE BASED CANCER THERAPY- 2: Novel amide/Ntr combinations targeting PC3 cancer cells.,  171  [PMID:30928710] [10.1016/j.ejmech.2019.03.035]

Source

Source(1):

• Scientific Literature