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

ID: ALA2165601

PubChem CID: 56945435

Max Phase: Preclinical

Molecular Formula: C12H13ClN2O2S

Molecular Weight: 284.77

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H13ClN2O2S/c1-7-4-11(8(2)3-10(7)13)18(17)6-9-5-12(16)15-14-9/h3-5H,6H2,1-2H3,(H2,14,15,16)

Standard InChI Key:  LLYDYCITFBXENR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   11.9080   -9.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9148   -9.8987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1989  -10.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4757   -9.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4729   -9.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1893   -8.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7531   -8.6605    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.0360   -9.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7505   -7.8309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3163   -8.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5620   -9.0077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0050   -8.3929    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4176   -7.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2295   -7.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0779   -6.9163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6365  -10.3079    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.7595  -10.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6236   -8.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 10  2  0
 13 15  2  0
  2 16  1  0
  4 17  1  0
  1 18  1  0
M  CHG  2   7   1   9  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2165601

   5-[(4-Chloro-2,5-dimethylphenyl)sulfinylmethyl]-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: 284.77

Molecular Weight (Monoisotopic): 284.0386

AlogP: 2.28

#Rotatable Bonds: 3

Polar Surface Area: 71.71

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.00

CX Basic pKa: ┄

CX LogP: 1.36

CX LogD: 1.27

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.85

Np Likeness Score: -0.61

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