5-((4-chloro-2,5-dimethylphenylsulfonyl)methyl)-1H-pyrazol-3(2H)-one

ID: ALA2165604

PubChem CID: 46215251

Max Phase: Preclinical

Molecular Formula: C12H13ClN2O3S

Molecular Weight: 300.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(S(=O)(=O)Cc2cc(=O)[nH][nH]2)c(C)cc1Cl

Standard InChI:  InChI=1S/C12H13ClN2O3S/c1-7-4-11(8(2)3-10(7)13)19(17,18)6-9-5-12(16)15-14-9/h3-5H,6H2,1-2H3,(H2,14,15,16)

Standard InChI Key:  ZUZQIHXAXMBAGG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   11.8617   -8.5557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2744   -9.2656    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.6828   -8.5533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1557   -9.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1545  -10.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8626  -10.9109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5723  -10.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5694   -9.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8608   -9.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9848   -9.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6910   -9.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4363   -9.5948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9808   -8.9854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5695   -8.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7709   -8.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8990   -7.5314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4465  -10.9100    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.2806  -10.9090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4479   -9.2740    0.0000 C   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
  7 18  1  0
  4 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2165604

   5-[(4-Chloro-2,5-dimethylphenyl)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: 300.77

Molecular Weight (Monoisotopic): 300.0335

AlogP: 1.95

#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: 7.76

CX Basic pKa: ┄

CX LogP: 1.46

CX LogD: 1.32

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.91

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