5-((5-Phenylbiphenyl-3-yloxy)methyl)-1H-pyrazol-3(2H)-one

ID: ALA2165614

PubChem CID: 56945552

Max Phase: Preclinical

Molecular Formula: C22H18N2O2

Molecular Weight: 342.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc(COc2cc(-c3ccccc3)cc(-c3ccccc3)c2)[nH][nH]1

Standard InChI:  InChI=1S/C22H18N2O2/c25-22-14-20(23-24-22)15-26-21-12-18(16-7-3-1-4-8-16)11-19(13-21)17-9-5-2-6-10-17/h1-14H,15H2,(H2,23,24,25)

Standard InChI Key:  OTURAYMQTGZHTM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    8.6508  -14.3299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4577  -14.5014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8702  -13.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3182  -13.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5645  -13.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6907  -13.7007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8500  -13.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1356  -13.5094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9922  -13.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7066  -13.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4211  -13.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4211  -12.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7066  -11.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9922  -12.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2777  -13.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5632  -13.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8487  -13.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8487  -14.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5632  -14.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2777  -14.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7066  -11.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4211  -10.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4211   -9.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7066   -9.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9922   -9.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9922  -10.6219    0.0000 C   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
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
  9 15  1  0
  8 11  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 21 26  2  0
 13 21  1  0
  7  8  1  0
  5  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2165614

   5-[(3,5-Diphenylphenoxy)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: 342.40

Molecular Weight (Monoisotopic): 342.1368

AlogP: 4.62

#Rotatable Bonds: 5

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: 7.56

CX Basic pKa: ┄

CX LogP: 3.98

CX LogD: 3.77

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.56

Np Likeness Score: -0.46

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