3-Bromo-N-(4-bromo-2,6-dimethylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide

ID: ALA2253195

PubChem CID: 76322842

Max Phase: Preclinical

Molecular Formula: C17H13Br2ClN4O

Molecular Weight: 484.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(Br)cc(C)c1NC(=O)c1cc(Br)nn1-c1ncccc1Cl

Standard InChI:  InChI=1S/C17H13Br2ClN4O/c1-9-6-11(18)7-10(2)15(9)22-17(25)13-8-14(19)23-24(13)16-12(20)4-3-5-21-16/h3-8H,1-2H3,(H,22,25)

Standard InChI Key:  KUVAWVKAIBDUJB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    8.8391  -17.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8380  -18.7317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5460  -19.1406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2557  -18.7312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2528  -17.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5442  -17.5033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9590  -17.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6682  -17.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3742  -17.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6713  -18.7204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0392  -17.9652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6933  -17.4754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4295  -16.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6125  -16.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9002  -16.0338    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   13.0520  -18.7804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3477  -19.1970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3573  -20.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0705  -20.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7754  -19.9925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7624  -19.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4639  -18.7584    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.5418  -16.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1299  -19.1397    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   10.9640  -19.1387    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
  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
  2 24  1  0
  4 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2253195

   5-bromo-N-(4-bromo-2,6-dimethylphenyl)-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: 484.58

Molecular Weight (Monoisotopic): 481.9145

AlogP: 5.31

#Rotatable Bonds: 3

Polar Surface Area: 59.81

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.82

CX LogD: 5.82

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.55

Np Likeness Score: -1.64

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