N-Ethyl-2,4-dinitroaniline

ID: ALA4568136

Cas Number: 3846-50-2

PubChem CID: 77454

Max Phase: Preclinical

Molecular Formula: C8H9N3O4

Molecular Weight: 211.18

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCNc1ccc([N+](=O)[O-])cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C8H9N3O4/c1-2-9-7-4-3-6(10(12)13)5-8(7)11(14)15/h3-5,9H,2H2,1H3

Standard InChI Key:  YYOUTZBUOQBAAE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
   13.8867   -2.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8856   -3.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5936   -4.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3033   -3.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3004   -2.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5918   -2.5833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5856   -1.7644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8767   -1.3579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2921   -1.3537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1756   -4.2235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1750   -5.0407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4682   -3.8144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0066   -2.5773    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7158   -2.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4220   -2.5720    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
  7  8  2  0
  7  9  1  0
  6  7  1  0
 10 11  2  0
 10 12  1  0
  2 10  1  0
  5 13  1  0
 13 14  1  0
 14 15  1  0
M  CHG  4   7   1   9  -1  10   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4568136

   N-Ethyl-2,4-dinitroaniline

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: 211.18

Molecular Weight (Monoisotopic): 211.0593

AlogP: 1.93

#Rotatable Bonds: 4

Polar Surface Area: 98.31

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.97

CX Basic pKa: ┄

CX LogP: 2.33

CX LogD: 2.33

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.61

Np Likeness Score: -1.69

References

1. Tokay E, Güngör T, Hacıoğlu N, Önder FC, Gülhan ÜG, Tok TT, Çelik A, Ay M, Köçkar F..  (2020)  Prodrugs for nitroreductase-based cancer therapy-3: Antitumor activity of the novel dinitroaniline prodrugs/Ssap-NtrB enzyme suicide gene system: Synthesis, in vitro and in silico evaluation in prostate cancer.,  187  [PMID:31841727] [10.1016/j.ejmech.2019.111937]

Source

Source(1):

• Scientific Literature