3-Bromo-N-(2-bromo-4-nitrophenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide

ID: ALA2253191

PubChem CID: 76308315

Max Phase: Preclinical

Molecular Formula: C15H8Br2ClN5O3

Molecular Weight: 501.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc([N+](=O)[O-])cc1Br)c1cc(Br)nn1-c1ncccc1Cl

Standard InChI:  InChI=1S/C15H8Br2ClN5O3/c16-9-6-8(23(25)26)3-4-11(9)20-15(24)12-7-13(17)21-22(12)14-10(18)2-1-5-19-14/h1-7H,(H,20,24)

Standard InChI Key:  JVRLGYIEXUGOJB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   17.1266  -12.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1254  -13.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8335  -13.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5431  -13.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5403  -12.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8317  -12.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2465  -12.3011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9557  -12.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6617  -12.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9588  -13.5242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3267  -12.7691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9808  -12.2792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7170  -11.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8999  -11.5176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1877  -10.8377    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   21.3395  -13.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6352  -14.0008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6448  -14.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3579  -15.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0629  -14.7963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0499  -13.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7514  -13.5622    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.8293  -11.4899    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   16.4155  -13.9473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4149  -14.7645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7081  -13.5381    0.0000 O   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
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14  9  2  0
 13 15  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
 11 16  1  0
 21 22  1  0
  6 23  1  0
 24 25  2  0
 24 26  1  0
  2 24  1  0
M  CHG  2  24   1  26  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2253191

   5-bromo-N-(2-bromo-4-nitrophenyl)-2-(3-chloropyridin-2-yl)pyrazole-3-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 501.52

Molecular Weight (Monoisotopic): 498.8682

AlogP: 4.61

#Rotatable Bonds: 4

Polar Surface Area: 102.95

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.16

CX Basic pKa: ┄

CX LogP: 4.73

CX LogD: 4.73

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.42

Np Likeness Score: -2.06

References

1. Dong WL, Xu JY, Xiong LX, Li ZM..  (2012)  Synthesis, structure and insecticidal activities of some novel amides containing N-pyridylpyrazole moeities.,  17  (9): [PMID:22941222] [10.3390/molecules170910414]

Source

Source(1):

• Scientific Literature