5-((3-tert-Butylphenoxy)methyl)-1H-pyrazol-3(2H)-one

ID: ALA2165608

Cas Number: 61190-95-2

PubChem CID: 56945439

Max Phase: Preclinical

Molecular Formula: C14H18N2O2

Molecular Weight: 246.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cccc(OCc2cc(=O)[nH][nH]2)c1

Standard InChI:  InChI=1S/C14H18N2O2/c1-14(2,3)10-5-4-6-12(7-10)18-9-11-8-13(17)16-15-11/h4-8H,9H2,1-3H3,(H2,15,16,17)

Standard InChI Key:  UVLPKOYPRVVZRK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   10.1804  -10.8131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7324  -10.2000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3199   -9.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5129   -9.6570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4267  -10.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6555   -8.7318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7122  -10.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9978  -10.4775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2833  -10.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5688  -10.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8544  -10.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8544  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5688  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2833  -11.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1399  -10.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1399   -9.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4254  -10.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5565  -11.0609    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
  8  9  1  0
 15 16  1  0
 15 18  1  0
 15 17  1  0
 11 15  1  0
  7  8  1  0
  5  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2165608

   5-[(3-tert-Butylphenoxy)methyl]-1,2-dihydro-3H-pyrazol-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: 246.31

Molecular Weight (Monoisotopic): 246.1368

AlogP: 2.58

#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: 7.56

CX Basic pKa: ┄

CX LogP: 2.23

CX LogD: 2.02

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.87

Np Likeness Score: -1.00

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