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

ID: ALA3416399

PubChem CID: 118734056

Max Phase: Preclinical

Molecular Formula: C28H25BrN4O

Molecular Weight: 513.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(=O)N1N=C(c2ccccc2)CC1c1cn(-c2ccc(Br)cc2)nc1-c1ccc(C)cc1

Standard InChI:  InChI=1S/C28H25BrN4O/c1-3-27(34)33-26(17-25(30-33)20-7-5-4-6-8-20)24-18-32(23-15-13-22(29)14-16-23)31-28(24)21-11-9-19(2)10-12-21/h4-16,18,26H,3,17H2,1-2H3

Standard InChI Key:  BERFQPDBBBPKKL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
    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
   -1.1543    7.5927    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
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
   -3.1309    6.3335    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
    7.0341    2.4825    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
   -3.8398    7.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 28 15  1  0
 29  4  1  0
 31 29  2  0
 28  9  2  0
 30 20  2  0
  4  3  2  0
 16 27  1  0
 22 11  2  0
  5 19  1  0
  8 16  2  0
 22 25  1  0
  1  7  1  0
 13 24  1  0
 13 14  1  0
 30  8  1  0
 18 21  1  0
  6  9  1  0
 27 17  2  0
 24 12  2  0
  3 12  1  0
  5 30  1  0
  2 23  1  0
  7 26  1  0
  2 26  1  0
 19 26  1  0
 17 20  1  0
 15 18  2  0
 21  6  2  0
 19 10  2  0
 24 31  1  0
 23  1  2  0
  2 22  1  0
 13 10  1  0
 14  5  2  0
  1 28  1  0
 27 32  1  0
  4 33  1  0
 25 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3416399

   ---

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: 513.44

Molecular Weight (Monoisotopic): 512.1212

AlogP: 6.70

#Rotatable Bonds: 5

Polar Surface Area: 50.49

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 1.55

CX LogP: 7.00

CX LogD: 7.00

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: -1.59

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