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

ID: ALA2165613

PubChem CID: 56945551

Max Phase: Preclinical

Molecular Formula: C16H14N2O2

Molecular Weight: 266.30

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  O=c1cc(COc2cccc(-c3ccccc3)c2)[nH][nH]1

Standard InChI:  InChI=1S/C16H14N2O2/c19-16-10-14(17-18-16)11-20-15-8-4-7-13(9-15)12-5-2-1-3-6-12/h1-10H,11H2,(H2,17,18,19)

Standard InChI Key:  CWGBCGMPIOFCCY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    9.4345  -14.5774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2415  -14.7489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6540  -14.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1019  -13.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3483  -13.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4745  -13.9482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6338  -13.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9193  -13.7569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7759  -13.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4904  -13.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2049  -13.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2049  -12.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4904  -12.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7759  -12.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0614  -13.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3470  -13.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6325  -13.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6325  -14.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3470  -14.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0614  -14.5819    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
  7  8  1  0
  5  7  1  0
M  END

Alternative Forms

Associated Targets(Human)

SOD1 Tchem Superoxide dismutase (173 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 266.30Molecular Weight (Monoisotopic): 266.1055AlogP: 2.95#Rotatable Bonds: 4
Polar Surface Area: 57.88Molecular Species: NEUTRALHBA: 2HBD: 2
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 7.56CX Basic pKa: CX LogP: 2.33CX LogD: 2.12
Aromatic Rings: 3Heavy Atoms: 20QED Weighted: 0.76Np Likeness Score: -0.69

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