1-(4-Bromophenyl)-3-(4-methylphenyl)-4-(3-phenyl-4,5-dihydro-1H-pyrazol-5-yl)pyrazole

ID: ALA3416393

PubChem CID: 118734050

Max Phase: Preclinical

Molecular Formula: C25H21BrN4

Molecular Weight: 457.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2nn(-c3ccc(Br)cc3)cc2C2CC(c3ccccc3)=NN2)cc1

Standard InChI:  InChI=1S/C25H21BrN4/c1-17-7-9-19(10-8-17)25-22(16-30(29-25)21-13-11-20(26)12-14-21)24-15-23(27-28-24)18-5-3-2-4-6-18/h2-14,16,24,28H,15H2,1H3

Standard InChI Key:  PHAXBCCFUKCRHF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7329    3.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5941    6.1549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987    1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6524    0.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4937    5.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0639    6.9244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9694    5.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9125    5.4395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9492    5.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8519    4.1801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9492    0.8772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7390    2.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4469    1.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2067    3.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9546    1.9903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2337    3.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1524    3.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6193    3.9803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5726    6.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4423    1.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3432    4.3413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1532    0.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383   -1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6418    1.7049    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
 16 23  1  0
 15  5  2  0
  1 26  2  0
  5  9  1  0
  9 13  1  0
 22 23  1  0
 18 28  1  0
  9  3  2  0
 20 19  1  0
 20 15  1  0
 10 24  2  0
  6 25  1  0
 10 14  1  0
 27 12  1  0
 12  8  2  0
 11 23  1  0
  8 24  1  0
  5 16  1  0
  4  7  2  0
 25  2  2  0
 26  3  1  0
 16 19  2  0
 17  1  1  0
 20 18  1  0
  7 22  1  0
  7 10  1  0
 28  6  2  0
 11  4  1  0
 18 21  2  0
 13 17  2  0
 14 27  2  0
  2 21  1  0
  1 29  1  0
 25 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3416393

   ---

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: 457.38

Molecular Weight (Monoisotopic): 456.0950

AlogP: 6.05

#Rotatable Bonds: 4

Polar Surface Area: 42.21

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.35

CX LogP: 6.59

CX LogD: 6.59

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.41

Np Likeness Score: -1.39

References

1. Bekhit AA, Hassan AM, Abd El Razik HA, El-Miligy MM, El-Agroudy EJ, Bekhit Ael-D..  (2015)  New heterocyclic hybrids of pyrazole and its bioisosteres: design, synthesis and biological evaluation as dual acting antimalarial-antileishmanial agents.,  94  [PMID:25768697] [10.1016/j.ejmech.2015.02.038]

Source

Source(1):

• Scientific Literature