5-((3-Bromophenoxy)methyl)-1H-pyrazol-3(2H)-one

ID: ALA2165612

PubChem CID: 56945550

Max Phase: Preclinical

Molecular Formula: C10H9BrN2O2

Molecular Weight: 269.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc(COc2cccc(Br)c2)[nH][nH]1

Standard InChI:  InChI=1S/C10H9BrN2O2/c11-7-2-1-3-9(4-7)15-6-8-5-10(14)13-12-8/h1-5H,6H2,(H2,12,13,14)

Standard InChI Key:  NEHYJMMGCOQTJS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    7.5960  -13.4470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3806  -13.1921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3806  -12.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5960  -12.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1111  -12.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0481  -11.8821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2861  -12.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8736  -13.4940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0486  -13.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6361  -12.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8111  -12.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3986  -13.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8111  -14.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6361  -14.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3986  -12.0651    0.0000 Br  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
 11 15  1  0
  7  8  1  0
  5  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2165612

   5-[(3-Bromophenoxy)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: 269.10

Molecular Weight (Monoisotopic): 267.9847

AlogP: 2.04

#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: 1.45

CX LogD: 1.24

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.90

Np Likeness Score: -1.09

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