N-(2-Bromo-5-nitrophenyl)-N-ethylacetamide

ID: ALA4449216

PubChem CID: 155520761

Max Phase: Preclinical

Molecular Formula: C10H11BrN2O3

Molecular Weight: 287.11

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(C(C)=O)c1cc([N+](=O)[O-])ccc1Br

Standard InChI:  InChI=1S/C10H11BrN2O3/c1-3-12(7(2)14)10-6-8(13(15)16)4-5-9(10)11/h4-6H,3H2,1-2H3

Standard InChI Key:  LZFLNCLYKIPQCW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   21.2951   -3.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2939   -4.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0020   -4.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7116   -4.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7088   -3.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0002   -3.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5873   -3.3391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5871   -2.5219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8797   -3.7478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4150   -3.3326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4119   -2.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1181   -2.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7027   -2.1095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4200   -4.9740    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   24.1242   -3.7386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8304   -3.3273    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
  4 14  1  0
 10 15  1  0
 15 16  1  0
M  CHG  2   7   1   8  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4449216

   ---

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: 287.11

Molecular Weight (Monoisotopic): 285.9953

AlogP: 2.73

#Rotatable Bonds: 3

Polar Surface Area: 63.45

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.14

CX LogD: 2.14

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.63

Np Likeness Score: -1.73

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