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

ID: ALA2288806

PubChem CID: 76309321

Max Phase: Preclinical

Molecular Formula: C21H22N2O3

Molecular Weight: 350.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(/c1cc(C)on1)c1ccccc1COc1cc(C)ccc1C

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

Standard InChI Key:  YJMFXRBBLLGFNP-XTQSDGFTSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    1.2244   -7.5156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2232   -8.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9313   -8.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6409   -8.3347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6381   -7.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9295   -7.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9270   -6.2896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9311   -9.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3443   -7.1008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0535   -7.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7597   -7.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4673   -7.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1730   -7.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1704   -6.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4562   -5.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7534   -6.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4684   -8.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7612   -8.7315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1766   -8.7297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0530   -8.3238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3458   -8.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2589   -9.5401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0585   -9.7090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4662   -9.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9185   -8.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2788   -8.9142    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  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 19  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288806

   (E)-1-[2-[(2,5-dimethylphenoxy)methyl]phenyl]-N-methoxy-1-(5-methyl-1,2-oxazol-3-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: 0.63

CX LogP: 5.36

CX LogD: 5.36

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.48

Np Likeness Score: -1.36

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