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

ID: ALA2288802

PubChem CID: 76313024

Max Phase: Preclinical

Molecular Formula: C21H24N2O3

Molecular Weight: 352.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(/C1=NOC(C)C1)c1ccccc1COc1cc(C)ccc1C

Standard InChI:  InChI=1S/C21H24N2O3/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/h5-11,16H,12-13H2,1-4H3/b23-21+

Standard InChI Key:  MKHJAZUMFJTUST-XTQSDGFTSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   10.2259   -3.4173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2247   -4.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9328   -4.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6424   -4.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6396   -3.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9310   -3.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9285   -2.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9326   -5.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3458   -3.0024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0550   -3.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7612   -2.9971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4688   -3.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1745   -2.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1719   -2.1778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4576   -1.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7549   -2.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4699   -4.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7627   -4.6331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1781   -4.6313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0545   -4.2254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3473   -4.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2604   -5.4418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0599   -5.6107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4677   -4.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9200   -4.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2803   -4.8159    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  1  0
 25 19  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288802

   (E)-1-[2-[(2,5-dimethylphenoxy)methyl]phenyl]-N-methoxy-1-(5-methyl-4,5-dihydro-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: 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: 2.16

CX LogP: 5.54

CX LogD: 5.54

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.57

Np Likeness Score: -0.75

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