(E)-(2-((2,5-dimethylphenoxy)methyl)phenyl)(3-methyl-4,5-dihydroisoxazol-5-yl)methanone O-methyl oxime

ID: ALA2288804

PubChem CID: 76320263

Max Phase: Preclinical

Molecular Formula: C21H24N2O3

Molecular Weight: 352.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(\c1ccccc1COc1cc(C)ccc1C)C1CC(C)=NO1

Standard InChI:  InChI=1S/C21H24N2O3/c1-14-9-10-15(2)19(11-14)25-13-17-7-5-6-8-18(17)21(23-24-4)20-12-16(3)22-26-20/h5-11,20H,12-13H2,1-4H3/b23-21+

Standard InChI Key:  VHKKPSMMOZMFQI-XTQSDGFTSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   27.2589   -2.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2578   -3.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9658   -3.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6755   -3.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6727   -2.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9640   -2.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9616   -1.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9656   -4.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3788   -2.3338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0881   -2.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7942   -2.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5019   -2.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2076   -2.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2049   -1.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4907   -1.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7880   -1.5164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5029   -3.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7958   -3.9645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2112   -3.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0875   -3.5568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3803   -3.9663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2935   -4.7732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0930   -4.9421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5007   -4.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9531   -3.6273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3133   -4.1473    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  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288804

   (E)-1-[2-[(2,5-dimethylphenoxy)methyl]phenyl]-N-methoxy-1-(3-methyl-4,5-dihydro-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: 352.43

Molecular Weight (Monoisotopic): 352.1787

AlogP: 4.40

#Rotatable Bonds: 6

Polar Surface Area: 52.41

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.89

CX LogP: 4.86

CX LogD: 4.86

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.57

Np Likeness Score: -0.76

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