N-(3,5-Dinitrophenyl)-N-ethylacetamide

ID: ALA4462443

PubChem CID: 21517126

Max Phase: Preclinical

Molecular Formula: C10H11N3O5

Molecular Weight: 253.21

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(C(C)=O)c1cc([N+](=O)[O-])cc([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C10H11N3O5/c1-3-11(7(2)14)8-4-9(12(15)16)6-10(5-8)13(17)18/h4-6H,3H2,1-2H3

Standard InChI Key:  DGTMCMSPZDTASH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    8.2489   -3.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2478   -4.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9558   -4.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6655   -4.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6626   -3.2734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9540   -2.8681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5411   -2.8686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5409   -2.0514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8335   -3.2773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3688   -2.8621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3657   -2.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0719   -1.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6565   -1.6390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9556   -5.3227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2478   -5.7311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6632   -5.7314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0781   -3.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7842   -2.8568    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
  1  7  1  0
  7  8  1  0
  7  9  2  0
  5 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  3 14  1  0
 14 15  1  0
 14 16  2  0
 10 17  1  0
 17 18  1  0
M  CHG  4   7   1   8  -1  14   1  15  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4462443

   3',5'-dinitro-N-ethylacetanilide

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: 253.21

Molecular Weight (Monoisotopic): 253.0699

AlogP: 1.88

#Rotatable Bonds: 4

Polar Surface Area: 106.59

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.31

CX LogD: 1.31

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.60

Np Likeness Score: -1.40

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