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

ID: ALA2288809

PubChem CID: 76320264

Max Phase: Preclinical

Molecular Formula: C20H20N2O3

Molecular Weight: 336.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(/c1ccno1)c1ccccc1COc1cc(C)ccc1C

Standard InChI:  InChI=1S/C20H20N2O3/c1-14-8-9-15(2)19(12-14)24-13-16-6-4-5-7-17(16)20(22-23-3)18-10-11-21-25-18/h4-12H,13H2,1-3H3/b22-20+

Standard InChI Key:  IYPXYBLSVCIOFX-LSDHQDQOSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   27.9193   -8.5722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9181   -9.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6262   -9.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3358   -9.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3330   -8.5686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6244   -8.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6220   -7.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6260  -10.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0392   -8.1574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7484   -8.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4546   -8.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1623   -8.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8679   -8.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8653   -7.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1511   -6.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4483   -7.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1633   -9.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4561   -9.7880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8715   -9.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7479   -9.3803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0407   -9.7898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9538  -10.5967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7534  -10.7656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1611  -10.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6134   -9.4508    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
M  END

Alternative Forms

1. Parent:

   

   ALA2288809

   (E)-1-[2-[(2,5-dimethylphenoxy)methyl]phenyl]-N-methoxy-1-(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: 336.39

Molecular Weight (Monoisotopic): 336.1474

AlogP: 4.27

#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: ┄

CX LogP: 4.70

CX LogD: 4.70

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.50

Np Likeness Score: -1.24

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