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

ID: ALA2253181

PubChem CID: 76311965

Max Phase: Preclinical

Molecular Formula: C15H9BrCl2N4O

Molecular Weight: 412.07

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Cl)cc1)c1cc(Br)nn1-c1ncccc1Cl

Standard InChI:  InChI=1S/C15H9BrCl2N4O/c16-13-8-12(15(23)20-10-5-3-9(17)4-6-10)22(21-13)14-11(18)2-1-7-19-14/h1-8H,(H,20,23)

Standard InChI Key:  CURCZEAIXHOPQA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   17.7085   -2.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7074   -3.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4154   -3.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1251   -3.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1223   -2.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4136   -2.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8284   -2.1853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5377   -2.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2437   -2.1801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5407   -3.4084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9086   -2.6532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5627   -2.1634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2990   -1.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4819   -1.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7696   -0.7218    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   21.9214   -3.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2171   -3.8849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2267   -4.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9399   -5.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6449   -4.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6318   -3.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3333   -3.4464    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.9993   -3.8277    0.0000 Cl  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
  2 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2253181

   5-bromo-N-(4-chlorophenyl)-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: 412.07

Molecular Weight (Monoisotopic): 409.9337

AlogP: 4.59

#Rotatable Bonds: 3

Polar Surface Area: 59.81

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.63

CX LogD: 4.63

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.69

Np Likeness Score: -1.85

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