5-((3,5-Bis(trifluoromethyl)phenoxy)methyl)-1H-pyrazol-3(2H)-one

ID: ALA2165609

PubChem CID: 56945440

Max Phase: Preclinical

Molecular Formula: C12H8F6N2O2

Molecular Weight: 326.20

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H8F6N2O2/c13-11(14,15)6-1-7(12(16,17)18)3-9(2-6)22-5-8-4-10(21)20-19-8/h1-4H,5H2,(H2,19,20,21)

Standard InChI Key:  UCAUVGXSNXVHHN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    9.4286   -8.6556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9836   -8.0452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5746   -7.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7668   -7.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6766   -8.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9139   -6.5767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9601   -8.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2477   -8.3094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5312   -8.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8187   -8.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1023   -8.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0982   -9.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8107   -9.9524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5271   -9.5434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8066  -10.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5962  -11.1839    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.0922  -11.1898    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.8026  -11.6023    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.3898   -8.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3898   -7.4704    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.6774   -7.8794    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.6753   -8.7079    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
 15 16  1  0
 15 17  1  0
 15 18  1  0
 13 15  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 11 19  1  0
  7  8  1  0
  5  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2165609

   5-[[3,5-Bis(trifluoromethyl)phenoxy]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: 326.20

Molecular Weight (Monoisotopic): 326.0490

AlogP: 3.32

#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: 7.42

CX Basic pKa: ┄

CX LogP: 2.44

CX LogD: 2.18

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.85

Np Likeness Score: -0.81

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