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

ID: ALA2253180

PubChem CID: 76322841

Max Phase: Preclinical

Molecular Formula: C15H9BrClFN4O

Molecular Weight: 395.62

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H9BrClFN4O/c16-13-8-12(15(23)20-10-5-3-9(18)4-6-10)22(21-13)14-11(17)2-1-7-19-14/h1-8H,(H,20,23)

Standard InChI Key:  AGJCAOXLZANWHR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    9.4664   -2.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4653   -3.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1733   -3.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8830   -3.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8802   -2.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1716   -2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5863   -2.0284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2956   -2.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0016   -2.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2987   -3.2515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6665   -2.4964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3206   -2.0065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0569   -1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2398   -1.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5275   -0.5650    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   13.6794   -3.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9750   -3.7281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9846   -4.5445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6978   -4.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4028   -4.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3897   -3.7087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0913   -3.2896    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.7573   -3.6709    0.0000 F   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:

   

   ALA2253180

   5-bromo-2-(3-chloropyridin-2-yl)-N-(4-fluorophenyl)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: 395.62

Molecular Weight (Monoisotopic): 393.9632

AlogP: 4.07

#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: 4.17

CX LogD: 4.17

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.73

Np Likeness Score: -2.04

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