5-((2-((2,5-dimethylphenoxy)methyl)phenyl)(methoxy)methyl)-3-methyl-4,5-dihydroisoxazole

ID: ALA2289403

PubChem CID: 76331172

Max Phase: Preclinical

Molecular Formula: C21H25NO3

Molecular Weight: 339.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(c1ccccc1COc1cc(C)ccc1C)C1CC(C)=NO1

Standard InChI:  InChI=1S/C21H25NO3/c1-14-9-10-15(2)19(11-14)24-13-17-7-5-6-8-18(17)21(23-4)20-12-16(3)22-25-20/h5-11,20-21H,12-13H2,1-4H3

Standard InChI Key:  NSLZEGLDZPHVFO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    0.0069   -5.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0058   -6.3522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7205   -6.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4370   -6.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4342   -5.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7187   -5.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7163   -4.2871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7203   -7.5901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1470   -5.1061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8592   -5.5112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8576   -6.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1401   -6.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1381   -7.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8524   -7.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5699   -7.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5684   -6.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2821   -6.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9973   -6.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2806   -5.5058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942   -5.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0827   -7.5672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8910   -7.7375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3015   -7.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7457   -6.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1216   -6.9308    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
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 21 22  1  0
 18 21  1  0
 22 23  2  0
 23 24  1  0
 24 18  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289403

   5-[[2-[(2,5-Dimethylphenoxy)methyl]phenyl]-methoxymethyl]-3-methyl-4,5-dihydro-1,2-oxazole

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: 339.44

Molecular Weight (Monoisotopic): 339.1834

AlogP: 4.73

#Rotatable Bonds: 6

Polar Surface Area: 40.05

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.82

CX LogP: 4.82

CX LogD: 4.82

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.76

Np Likeness Score: -0.48

References

1. 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