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

ID: ALA2253194

PubChem CID: 76319184

Max Phase: Preclinical

Molecular Formula: C17H13BrCl2N4O

Molecular Weight: 440.13

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H13BrCl2N4O/c1-9-6-11(19)7-10(2)15(9)22-17(25)13-8-14(18)23-24(13)16-12(20)4-3-5-21-16/h3-8H,1-2H3,(H,22,25)

Standard InChI Key:  MBHRUDVVBPPNPI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    0.8158  -17.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8146  -18.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5227  -18.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2323  -18.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2295  -17.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5209  -17.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9357  -17.2290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6449  -17.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3509  -17.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6480  -18.4521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0158  -17.6970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6700  -17.2071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4062  -16.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5891  -16.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8769  -15.7656    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.0287  -18.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3244  -18.9287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340  -19.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0471  -20.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521  -19.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7391  -18.9092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4406  -18.4901    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5184  -16.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1066  -18.8714    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9407  -18.8704    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:

   

   ALA2253194

   5-bromo-N-(4-chloro-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: 440.13

Molecular Weight (Monoisotopic): 437.9650

AlogP: 5.21

#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: 5.66

CX LogD: 5.66

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.61

Np Likeness Score: -1.72

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