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

ID: ALA4560599

Cas Number: 90221-50-4

PubChem CID: 21959509

Max Phase: Preclinical

Molecular Formula: C8H7BrN2O3

Molecular Weight: 259.06

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1cc([N+](=O)[O-])ccc1Br

Standard InChI:  InChI=1S/C8H7BrN2O3/c1-5(12)10-8-4-6(11(13)14)2-3-7(8)9/h2-4H,1H3,(H,10,12)

Standard InChI Key:  RTSTZQRSWJGBNU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
   15.4592   -3.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4580   -4.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1661   -4.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8757   -4.2240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8729   -3.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1643   -2.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7514   -2.9965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7512   -2.1793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0438   -3.4053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5791   -2.9901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5760   -2.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2822   -1.7616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8668   -1.7670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5841   -4.6315    0.0000 Br  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
M  CHG  2   7   1   8  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4560599

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

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: 259.06

Molecular Weight (Monoisotopic): 257.9640

AlogP: 2.32

#Rotatable Bonds: 2

Polar Surface Area: 72.24

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.47

CX Basic pKa: ┄

CX LogP: 1.92

CX LogD: 1.92

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.65

Np Likeness Score: -1.99

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