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

ID: ALA2288800

PubChem CID: 22624658

Max Phase: Preclinical

Molecular Formula: C21H22N2O3

Molecular Weight: 350.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(\c1cc(C)no1)c1ccccc1COc1cc(C)ccc1C

Standard InChI:  InChI=1S/C21H22N2O3/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/h5-12H,13H2,1-4H3/b23-21-

Standard InChI Key:  QYNVTCIYDCILBS-LNVKXUELSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   20.4449  -17.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4437  -18.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1518  -19.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8614  -18.7188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8586  -17.8962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1500  -17.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1475  -16.6737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1516  -19.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5648  -17.4849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2740  -17.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9802  -17.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6878  -17.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3935  -17.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3909  -16.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6767  -16.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9739  -16.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6889  -18.7061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9817  -19.1156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3971  -19.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4794  -19.9243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2790  -20.0931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6867  -19.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1390  -18.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4993  -19.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9827  -19.9328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2756  -20.3423    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
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  2  0
 22 24  1  0
 18 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288800

   (Z)-1-[2-[(2,5-dimethylphenoxy)methyl]phenyl]-N-methoxy-1-(3-methyl-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: 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: 0.48

CX LogP: 4.83

CX LogD: 4.83

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.48

Np Likeness Score: -1.30

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