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

ID: ALA2288797

PubChem CID: 22624614

Max Phase: Preclinical

Molecular Formula: C20H20N2O3

Molecular Weight: 336.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(\c1ccon1)c1ccccc1COc1cc(C)ccc1C

Standard InChI:  InChI=1S/C20H20N2O3/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/h4-12H,13H2,1-3H3/b22-20-

Standard InChI Key:  UBLPAOGIIRWCOL-XDOYNYLZSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   32.9948   -5.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2773   -5.9567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2754   -6.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9896   -7.1956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7073   -6.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7056   -5.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4194   -5.5434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1347   -5.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4178   -4.7184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1314   -4.3045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2201   -6.7797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0282   -6.9501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4388   -6.2331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8829   -5.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9967   -4.7237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2832   -4.3096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2851   -3.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0027   -3.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0049   -2.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2909   -1.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5731   -2.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5744   -3.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8608   -3.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7206   -1.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1299   -3.4796    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
  7  8  1  0
  7  9  2  0
  9 10  1  0
 11 12  1  0
  8 11  2  0
 12 13  1  0
 13 14  2  0
 14  8  1  0
  1 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 22 23  1  0
 19 24  1  0
 10 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288797

   (Z)-1-[2-[(2,5-dimethylphenoxy)methyl]phenyl]-N-methoxy-1-(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: 336.39

Molecular Weight (Monoisotopic): 336.1474

AlogP: 4.27

#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: 0.52

CX LogP: 5.16

CX LogD: 5.16

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.50

Np Likeness Score: -1.23

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]

2. KAI H, ICHIBA T, OHTSUKA T, TAKASE A, MASUKO M.  (2000)  Synthesis and Fungicidal Activities of (-Methoxybenzyl) isoxazoles,  25  (3): [10.1584/jpestics.25.240]

Source

Source(1):

• Scientific Literature