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

ID: ALA2288799

PubChem CID: 122177270

Max Phase: Preclinical

Molecular Formula: C21H22N2O3

Molecular Weight: 350.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CON=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

Standard InChI Key:  YJMFXRBBLLGFNP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   11.4443  -18.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4431  -18.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1579  -19.2650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8743  -18.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8715  -18.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1561  -17.6120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1537  -16.7870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1577  -20.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5844  -17.6059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3004  -18.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0133  -17.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7277  -18.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4401  -17.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4375  -16.7734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7165  -16.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0070  -16.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7288  -18.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0148  -19.2522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4438  -19.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2999  -18.8406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5859  -19.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5268  -20.0686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3341  -20.2390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7457  -19.5241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1927  -18.9118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5660  -19.4366    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  3
 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:

   

   ALA2288799

   ---

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