4-[5-(4-bromophenyl)-3-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl]benzene-1-sulfonamide

ID: ALA5290487

Max Phase: Preclinical

Molecular Formula: C21H18BrN3O3S

Molecular Weight: 472.36

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1ccc(N2N=C(c3ccc(O)cc3)CC2c2ccc(Br)cc2)cc1

Standard InChI:  InChI=1S/C21H18BrN3O3S/c22-16-5-1-15(2-6-16)21-13-20(14-3-9-18(26)10-4-14)24-25(21)17-7-11-19(12-8-17)29(23,27)28/h1-12,21,26H,13H2,(H2,23,27,28)

Standard InChI Key:  HZDDQBSIXWFKOA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
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    0.0532   -0.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3032   -1.0053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3501   -1.4760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0176   -0.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8142   -1.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0279   -1.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8223   -2.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4057   -1.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1948   -0.8298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3999   -0.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0999   -1.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3136   -2.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1080   -2.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6913   -1.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4805   -0.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6856   -0.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4880   -1.8575    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7014   -2.6542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4880   -1.0328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2023   -1.4452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4655    0.5128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2903    0.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7007    1.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2883    1.9400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4677    1.9416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0514    1.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2023   -1.8363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7007    2.6542    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  1  5  1  0
  5  4  2  0
  5  6  1  0
  7  6  2  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
 11 10  2  0
  6 11  1  0
  3 12  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 12 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  2  0
 18 21  2  0
 22  2  1  0
 23 22  2  0
 24 23  1  0
 25 24  2  0
 26 25  1  0
 22 27  1  0
 27 26  2  0
  9 28  1  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5290487

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 472.36

Molecular Weight (Monoisotopic): 471.0252

AlogP: 4.16

#Rotatable Bonds: 4

Polar Surface Area: 95.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.06

CX Basic pKa: 3.69

CX LogP: 4.49

CX LogD: 4.48

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.60

Np Likeness Score: -1.25

References

1. Nehra B, Rulhania S, Jaswal S, Kumar B, Singh G, Monga V..  (2020)  Recent advancements in the development of bioactive pyrazoline derivatives.,  205  [PMID:32795767] [10.1016/j.ejmech.2020.112666]

Source

Source(1):

• Scientific Literature