3-Bromo-N-(4-chloro-2-methyl-6-nitrophenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide

ID: ALA2253197

PubChem CID: 76319186

Max Phase: Preclinical

Molecular Formula: C16H10BrCl2N5O3

Molecular Weight: 471.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(Cl)cc([N+](=O)[O-])c1NC(=O)c1cc(Br)nn1-c1ncccc1Cl

Standard InChI:  InChI=1S/C16H10BrCl2N5O3/c1-8-5-9(18)6-11(24(26)27)14(8)21-16(25)12-7-13(17)22-23(12)15-10(19)3-2-4-20-15/h2-7H,1H3,(H,21,25)

Standard InChI Key:  OVVRSPRBURPODC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   25.5668  -17.9286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5656  -18.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2737  -19.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9833  -18.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9805  -17.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2719  -17.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6867  -17.5138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3959  -17.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1019  -17.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3990  -18.7369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7668  -17.9817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4209  -17.4919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1572  -16.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3401  -16.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6279  -16.0504    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   29.7797  -18.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0754  -19.2135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0850  -20.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7981  -20.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5031  -20.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4900  -19.1940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1916  -18.7749    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   26.2694  -16.7026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8576  -19.1562    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   27.6917  -19.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5590  -16.2904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9744  -16.2862    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
  2 24  1  0
  4 25  1  0
 23 26  2  0
 23 27  1  0
M  CHG  2  23   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2253197

   5-bromo-N-(4-chloro-2-methyl-6-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: 471.10

Molecular Weight (Monoisotopic): 468.9344

AlogP: 4.81

#Rotatable Bonds: 4

Polar Surface Area: 102.95

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.41

CX Basic pKa: ┄

CX LogP: 5.08

CX LogD: 5.08

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.44

Np Likeness Score: -1.97

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