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

ID: ALA2288805

PubChem CID: 76309320

Max Phase: Preclinical

Molecular Formula: C20H20N2O3

Molecular Weight: 336.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(/c1ccon1)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)18-10-11-25-21-18/h4-12H,13H2,1-3H3/b22-20+

Standard InChI Key:  UBLPAOGIIRWCOL-LSDHQDQOSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   35.9302   -2.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9291   -3.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6371   -3.9524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3468   -3.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3440   -2.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6353   -2.3151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6329   -1.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6369   -4.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0501   -2.3091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.7594   -2.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4655   -2.3037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1732   -2.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8789   -2.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8762   -1.4844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1620   -1.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4593   -1.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1742   -3.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4671   -3.9398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.8825   -3.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7588   -3.5321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.0516   -3.9416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9648   -4.7484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.7643   -4.9173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.1720   -4.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6244   -3.6026    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
M  END

Alternative Forms

1. Parent:

   

   ALA2288805

   (E)-1-[2-[(2,5-dimethylphenoxy)methyl]phenyl]-N-methoxy-1-(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: 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: 0.52

CX LogP: 5.16

CX LogD: 5.16

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.50

Np Likeness Score: -1.23

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