5-((4-chlorophenylsulfonyl)methyl)-1H-pyrazol-3(2H)-one

ID: ALA2165602

PubChem CID: 46215255

Max Phase: Preclinical

Molecular Formula: C10H9ClN2O3S

Molecular Weight: 272.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc(CS(=O)(=O)c2ccc(Cl)cc2)[nH][nH]1

Standard InChI:  InChI=1S/C10H9ClN2O3S/c11-7-1-3-9(4-2-7)17(15,16)6-8-5-10(14)13-12-8/h1-5H,6H2,(H2,12,13,14)

Standard InChI Key:  YTPVCZIIXMZKHA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    6.2899  -10.2562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7026  -10.9660    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.1110  -10.2537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5839  -11.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828  -12.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2908  -12.6114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0005  -12.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9977  -11.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2890  -10.9740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4131  -11.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1192  -10.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8645  -11.2952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4090  -10.6858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9977   -9.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1991  -10.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3272   -9.2318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8748  -12.6104    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  8  2  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  2  0
 14 16  2  0
  5 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2165602

   5-[(4-Chlorophenyl)sulfonylmethyl]-1,2-dihydropyrazol-3-one

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: 272.71

Molecular Weight (Monoisotopic): 272.0022

AlogP: 1.33

#Rotatable Bonds: 3

Polar Surface Area: 82.79

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.75

CX Basic pKa: ┄

CX LogP: 0.44

CX LogD: 0.29

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.88

Np Likeness Score: -1.49

References

1. Chen T, Benmohamed R, Kim J, Smith K, Amante D, Morimoto RI, Kirsch DR, Ferrante RJ, Silverman RB..  (2012)  ADME-guided design and synthesis of aryloxanyl pyrazolone derivatives to block mutant superoxide dismutase 1 (SOD1) cytotoxicity and protein aggregation: potential application for the treatment of amyotrophic lateral sclerosis.,  55  (1): [PMID:22191331] [10.1021/jm2014277]

Source

Source(1):

• Scientific Literature