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

ID: ALA2288811

PubChem CID: 76327462

Max Phase: Preclinical

Molecular Formula: C22H24N2O3

Molecular Weight: 364.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cc(/C(=N/OC)c2ccccc2COc2cc(C)ccc2C)on1

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

Standard InChI Key:  NPPSIBHNGOSOQX-ZNTNEXAZSA-N

Molfile:  

     RDKit          2D

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    1.6288  -12.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6277  -13.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3357  -13.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0454  -13.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0426  -12.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3339  -11.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3315  -11.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3355  -14.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7487  -11.8966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4580  -12.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1641  -11.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8718  -12.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5775  -11.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5748  -11.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8606  -10.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1579  -11.0791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8728  -13.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1657  -13.5273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5811  -13.5255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4574  -13.1196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7502  -13.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6634  -14.3360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4629  -14.5049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8706  -13.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3230  -13.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6832  -13.7101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1645  -14.3705    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  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 19  2  0
 24 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288811

   (E)-1-[2-[(2,5-dimethylphenoxy)methyl]phenyl]-1-(3-ethyl-1,2-oxazol-5-yl)-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: 4.83

#Rotatable Bonds: 7

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: 0.39

CX LogP: 5.53

CX LogD: 5.53

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.44

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