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

ID: ALA3416394

PubChem CID: 118734051

Max Phase: Preclinical

Molecular Formula: C24H18BrN5O2

Molecular Weight: 488.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(-c2nn(-c3ccc(Br)cc3)cc2C2CC(c3ccccc3)=NN2)cc1

Standard InChI:  InChI=1S/C24H18BrN5O2/c25-18-8-12-19(13-9-18)29-15-21(23-14-22(26-27-23)16-4-2-1-3-5-16)24(28-29)17-6-10-20(11-7-17)30(31)32/h1-13,15,23,27H,14H2

Standard InChI Key:  KDOVKXDHKNBNMQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
    1.2149   -3.8587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2122   -3.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7464   -5.2884    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
    3.9219   -7.7267    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
   -5.6571   -0.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7545   -4.3760    0.0000 N   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
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1434   -1.1536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7132   -9.0948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8444  -10.0685    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.6827   -2.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4226    1.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0460    0.3798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1320   -6.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1873   -2.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7536   -5.2860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6377   -6.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6374   -3.3926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0286    0.0573    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
    0.9233   -7.8196    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
   -5.0332   -3.5919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9313    1.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2125   -9.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031    3.0008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432    3.5993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0351    3.6026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 27 14  2  0
  2 21  1  0
 24  4  1  0
 12 29  1  0
  6  4  2  0
  7 11  2  0
 16 28  2  0
 28 15  1  0
 20 17  2  0
 14  7  1  0
 25 12  2  0
 18 21  1  0
  8 27  1  0
 15 23  2  0
 23 11  1  0
 19  1  1  0
  5 17  1  0
  7 16  1  0
 22  6  1  0
 29 13  1  0
 14 18  1  0
 29  5  2  0
  9 24  2  0
 20 25  1  0
 22  2  1  0
  8 21  1  0
  2  3  2  0
 19  3  1  0
 19 20  1  0
 10 26  2  0
  1 22  2  0
  6 10  1  0
 26  9  1  0
 30 31  2  0
 30 32  1  0
  9 30  1  0
M  CHG  2  30   1  32  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3416394

   ---

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: 488.35

Molecular Weight (Monoisotopic): 487.0644

AlogP: 5.65

#Rotatable Bonds: 5

Polar Surface Area: 85.35

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.91

CX LogP: 6.02

CX LogD: 6.02

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.29

Np Likeness Score: -1.54

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