5-((3,5-Dibromophenoxy)methyl)-1H-pyrazol-3(2H)-one

ID: ALA2165611

PubChem CID: 56945549

Max Phase: Preclinical

Molecular Formula: C10H8Br2N2O2

Molecular Weight: 347.99

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H8Br2N2O2/c11-6-1-7(12)3-9(2-6)16-5-8-4-10(15)14-13-8/h1-4H,5H2,(H2,13,14,15)

Standard InChI Key:  KJDCGYZKXMDMOC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    9.1223  -11.3306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9069  -11.0756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9069  -10.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1223   -9.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6373  -10.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5743   -9.7657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8123  -10.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3998  -11.3776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5748  -11.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1623  -10.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3373  -10.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9248  -11.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3373  -12.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1623  -12.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9248  -12.8065    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.9248   -9.9486    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
 13 15  1  0
 11 16  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: 347.99Molecular Weight (Monoisotopic): 345.8953AlogP: 2.81#Rotatable Bonds: 3
Polar Surface Area: 57.88Molecular Species: NEUTRALHBA: 2HBD: 2
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 7.55CX Basic pKa: CX LogP: 2.22CX LogD: 2.01
Aromatic Rings: 2Heavy Atoms: 16QED Weighted: 0.90Np Likeness Score: -0.66

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