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

ID: ALA3416397

PubChem CID: 118734054

Max Phase: Preclinical

Molecular Formula: C26H20BrN5O3

Molecular Weight: 530.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N1N=C(c2ccccc2)CC1c1cn(-c2ccc(Br)cc2)nc1-c1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C26H20BrN5O3/c1-17(33)31-25(15-24(28-31)18-5-3-2-4-6-18)23-16-30(21-13-9-20(27)10-14-21)29-26(23)19-7-11-22(12-8-19)32(34)35/h2-14,16,25H,15H2,1H3

Standard InChI Key:  RPDXEGVDQSVKNV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    0.0000    3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7537    5.2860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7486   12.5817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0442   13.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1056    6.6040    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
    1.2121    3.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5256    5.8462    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
    1.0345    7.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0387   14.5377    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8318    6.3658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7554   11.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738    8.8450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4538    8.0630    0.0000 N   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
    6.5823    4.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7384    2.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6265    6.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6817    4.0160    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
   -1.6387    6.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2149    3.8587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0540   10.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1543    7.5927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7463    5.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1887    3.3342    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
    3.3466   12.5936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0748    5.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3535   11.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2438    2.2669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9273    1.1094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4046    2.5711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 29 16  1  0
 30  4  1  0
 32 30  2  0
 29  9  2  0
 31 21  2  0
  4  3  2  0
 17 28  1  0
 23 12  2  0
  5 20  1  0
  4 11  1  0
  8 17  2  0
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  1  7  1  0
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 14 15  1  0
 31  8  1  0
 19 22  1  0
  6  9  1  0
 28 18  2  0
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  3 13  1  0
  5 31  1  0
  2 24  1  0
  7 27  1  0
  2 27  1  0
 20 27  1  0
 18 21  1  0
 16 19  2  0
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 20 10  2  0
 25 32  1  0
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  2 23  1  0
 14 10  1  0
 15  5  2  0
  1 29  1  0
 33 34  2  0
 33 35  1  0
 28 33  1  0
M  CHG  2  33   1  35  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3416397

   ---

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: 530.38

Molecular Weight (Monoisotopic): 529.0750

AlogP: 5.91

#Rotatable Bonds: 5

Polar Surface Area: 93.63

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 1.28

CX LogP: 5.73

CX LogD: 5.73

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.24

Np Likeness Score: -1.66

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