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

ID: ALA2288807

PubChem CID: 76313025

Max Phase: Preclinical

Molecular Formula: C21H22N2O4

Molecular Weight: 366.42

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H22N2O4/c1-14-9-10-15(2)19(11-14)26-13-16-7-5-6-8-17(16)21(23-25-4)18-12-20(24-3)27-22-18/h5-12H,13H2,1-4H3/b23-21+

Standard InChI Key:  FUJMQKJHZWNYGR-XTQSDGFTSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   10.2506   -7.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2495   -8.3723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9575   -8.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6672   -8.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6644   -7.5492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9557   -7.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9533   -6.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9573   -9.5985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3705   -7.1379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0798   -7.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7859   -7.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4936   -7.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1993   -7.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1966   -6.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4824   -5.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7797   -6.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4946   -8.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7874   -8.7686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2029   -8.7668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0792   -8.3609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3720   -8.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2852   -9.5773    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0847   -9.7462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4924   -9.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9448   -8.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3050   -8.9514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7863   -9.6118    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
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288807

   (E)-1-[2-[(2,5-dimethylphenoxy)methyl]phenyl]-N-methoxy-1-(5-methoxy-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: 366.42

Molecular Weight (Monoisotopic): 366.1580

AlogP: 4.28

#Rotatable Bonds: 7

Polar Surface Area: 66.08

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.36

CX LogP: 5.10

CX LogD: 5.10

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.46

Np Likeness Score: -0.97

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