5-((3,5-Difluorophenoxy)methyl)-1H-pyrazol-3(2H)-one

ID: ALA2165610

PubChem CID: 56945548

Max Phase: Preclinical

Molecular Formula: C10H8F2N2O2

Molecular Weight: 226.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc(COc2cc(F)cc(F)c2)[nH][nH]1

Standard InChI:  InChI=1S/C10H8F2N2O2/c11-6-1-7(12)3-9(2-6)16-5-8-4-10(15)14-13-8/h1-4H,5H2,(H2,13,14,15)

Standard InChI Key:  URMQKRJNQZRAGH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    8.6954  -12.5068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4800  -12.2518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4800  -11.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6954  -11.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2104  -11.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1474  -10.9419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3854  -11.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9729  -12.5538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1479  -12.5538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7354  -11.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9104  -11.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4979  -12.5538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9104  -13.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7354  -13.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4979  -13.9827    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4979  -11.1248    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  1  5  1  0
  3  6  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  9 14  2  0
  8  9  1  0
 13 15  1  0
 11 16  1  0
  7  8  1  0
  5  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2165610

   5-[(3,5-Difluorophenoxy)methyl]-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: 226.18

Molecular Weight (Monoisotopic): 226.0554

AlogP: 1.56

#Rotatable Bonds: 3

Polar Surface Area: 57.88

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.55

CX Basic pKa: ┄

CX LogP: 0.97

CX LogD: 0.75

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.83

Np Likeness Score: -1.04

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