(E)-(2-((2,5-dimethylphenoxy)methyl)phenyl)(3-methylisoxazol-5-yl)methanone O-methyl oxime

ID: ALA2288810

PubChem CID: 76309322

Max Phase: Preclinical

Molecular Formula: C21H22N2O3

Molecular Weight: 350.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(/c1cc(C)no1)c1ccccc1COc1cc(C)ccc1C

Standard InChI:  InChI=1S/C21H22N2O3/c1-14-9-10-15(2)19(11-14)25-13-17-7-5-6-8-18(17)21(23-24-4)20-12-16(3)22-26-20/h5-12H,13H2,1-4H3/b23-21+

Standard InChI Key:  QYNVTCIYDCILBS-XTQSDGFTSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   35.6578   -7.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6567   -8.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3647   -9.2105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0744   -8.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0716   -7.9784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3629   -7.5732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3605   -6.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3645  -10.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7777   -7.5672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.4870   -7.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1931   -7.5618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9008   -7.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6065   -7.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6038   -6.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8896   -6.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1869   -6.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9018   -8.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1947   -9.1978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.6101   -9.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4864   -8.7901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.7792   -9.1996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6924  -10.0065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.4919  -10.1754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.8996   -9.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3520   -8.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7122   -9.3806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  3  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 12 17  1  0
 17 18  2  0
 17 19  1  0
 18 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 19  2  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288810

   (E)-1-[2-[(2,5-dimethylphenoxy)methyl]phenyl]-N-methoxy-1-(3-methyl-1,2-oxazol-5-yl)methanimine

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: 350.42

Molecular Weight (Monoisotopic): 350.1630

AlogP: 4.58

#Rotatable Bonds: 6

Polar Surface Area: 56.85

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.48

CX LogP: 4.83

CX LogD: 4.83

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.48

Np Likeness Score: -1.30

References

1. KAI H, ICHIBA T, MIKI N, TAKASE A, MASUKO M.  (1999)  Synthesis and Fungicidal Activities of [2-(2, 5-Dimethylphenoxymethyl)--methoxyiminobenzyl]-isoxazole Derivatives,  24  (2): [10.1584/jpestics.24.130]

Source

Source(1):

• Scientific Literature