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

ID: ALA2288801

PubChem CID: 76327461

Max Phase: Preclinical

Molecular Formula: C20H22N2O3

Molecular Weight: 338.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(/C1=NOCC1)c1ccccc1COc1cc(C)ccc1C

Standard InChI:  InChI=1S/C20H22N2O3/c1-14-8-9-15(2)19(12-14)24-13-16-6-4-5-7-17(16)20(22-23-3)18-10-11-25-21-18/h4-9,12H,10-11,13H2,1-3H3/b22-20+

Standard InChI Key:  FFGZDIZABIWTSP-LSDHQDQOSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    2.5864   -2.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5852   -3.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2933   -4.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0029   -3.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0001   -2.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2915   -2.4678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2890   -1.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2931   -4.9223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7063   -2.4618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4155   -2.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1217   -2.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8293   -2.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5350   -2.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5324   -1.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8181   -1.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154   -1.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8304   -3.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1232   -4.0925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5386   -4.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4150   -3.6848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7078   -4.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6209   -4.9011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4204   -5.0700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8282   -4.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2805   -3.7553    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
M  END

Alternative Forms

1. Parent:

   

   ALA2288801

   (E)-1-(4,5-dihydro-1,2-oxazol-3-yl)-1-[2-[(2,5-dimethylphenoxy)methyl]phenyl]-N-methoxymethanimine

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: 338.41

Molecular Weight (Monoisotopic): 338.1630

AlogP: 4.01

#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: 2.11

CX LogP: 5.13

CX LogD: 5.13

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.59

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