2-methyl-N-(4-methylbenzylidene)propan-2-amine oxide

ID: ALA539219

PubChem CID: 11458189

Max Phase: Preclinical

Molecular Formula: C12H17NO

Molecular Weight: 191.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(/C=[N+](\[O-])C(C)(C)C)cc1

Standard InChI:  InChI=1S/C12H17NO/c1-10-5-7-11(8-6-10)9-13(14)12(2,3)4/h5-9H,1-4H3/b13-9-

Standard InChI Key:  DNDBJRRKSXYKML-LCYFTJDESA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
    2.7235   -0.6410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7235   -1.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2945   -1.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090   -2.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2945   -3.1160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2945   -3.9410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2945   -4.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1195   -3.9410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4695   -3.9410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5801   -2.7035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090   -0.2285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2945   -0.6410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090    0.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  6  7  1  0
  7  8  1  0
  3  4  2  0
  7  9  1  0
  4 13  1  0
  7 10  1  0
  1  2  2  0
  6 11  1  0
 12 13  2  0
  3  5  1  0
 12  1  1  0
  5  6  2  0
 12 14  1  0
M  CHG  2   6   1  11  -1
M  END

Alternative Forms

1. Parent:

   

   ALA539219

   N-tert-butyl-1-(4-methylphenyl)methanimine oxide

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: 191.27

Molecular Weight (Monoisotopic): 191.1310

AlogP: 2.72

#Rotatable Bonds: 1

Polar Surface Area: 26.07

Molecular Species: ACID

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.61

CX Basic pKa: ┄

CX LogP: 0.07

CX LogD: 2.09

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.29

Np Likeness Score: -0.42

References

1. Dias AG, Santos CE, Cyrino FZ, Bouskela E, Costa PR..  (2009)  N-tert-butyl and N-methyl nitrones derived from aromatic aldehydes inhibit macromolecular permeability increase induced by ischemia/reperfusion in hamsters.,  17  (11): [PMID:19410467] [10.1016/j.bmc.2009.04.004]

2.  (2013)  Compositions and methods of inhibiting retinal degeneration, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data