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

ID: ALA2288808

PubChem CID: 76313026

Max Phase: Preclinical

Molecular Formula: C22H24N2O3

Molecular Weight: 364.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(\c1ccccc1COc1cc(C)ccc1C)c1c(C)noc1C

Standard InChI:  InChI=1S/C22H24N2O3/c1-14-10-11-15(2)20(12-14)26-13-18-8-6-7-9-19(18)22(24-25-5)21-16(3)23-27-17(21)4/h6-12H,13H2,1-5H3/b24-22+

Standard InChI Key:  SGMZGGOXWYVRFB-ZNTNEXAZSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   19.5121   -7.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5110   -8.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2190   -9.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9287   -8.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9259   -7.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2172   -7.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2148   -6.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2188   -9.9988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6320   -7.5383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3413   -7.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0474   -7.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7551   -7.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4608   -7.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4581   -6.7136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7439   -6.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0412   -6.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7561   -8.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0489   -9.1689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4644   -9.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3407   -8.7613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6335   -9.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5467   -9.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3462  -10.1465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7539   -9.4382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2063   -8.8318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3733   -8.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9387  -10.5238    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  2  0
 25 19  1  0
 25 26  1  0
 22 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288808

   (E)-1-(3,5-dimethyl-1,2-oxazol-4-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: 364.45

Molecular Weight (Monoisotopic): 364.1787

AlogP: 4.89

#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: 1.34

CX LogP: 5.11

CX LogD: 5.11

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.46

Np Likeness Score: -1.28

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