(E)-1-(2-((2,5-dimethylphenoxy)methyl)phenyl)-2-(3-methylisoxazol-5-yl)ethanone O-methyl oxime

ID: ALA2288812

PubChem CID: 76313027

Max Phase: Preclinical

Molecular Formula: C22H24N2O3

Molecular Weight: 364.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(\Cc1cc(C)no1)c1ccccc1COc1cc(C)ccc1C

Standard InChI:  InChI=1S/C22H24N2O3/c1-15-9-10-16(2)22(11-15)26-14-18-7-5-6-8-20(18)21(24-25-4)13-19-12-17(3)23-27-19/h5-12H,13-14H2,1-4H3/b24-21+

Standard InChI Key:  NWLBYJRGWZHOKK-DARPEHSRSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   11.4970  -12.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4959  -13.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2039  -14.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9136  -13.5969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9108  -12.7743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2022  -12.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1997  -11.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2037  -14.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6169  -12.3630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3262  -12.7689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0323  -12.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7400  -12.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4457  -12.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4431  -11.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7288  -11.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0261  -11.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7411  -13.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0339  -13.9937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0349  -14.8109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3277  -15.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4493  -13.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1565  -13.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9014  -13.9083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4474  -13.3003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0379  -12.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2388  -12.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3692  -11.8461    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
 18 19  1  0
 19 20  1  0
 17 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 22  2  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288812

   (E)-1-[2-[(2,5-dimethylphenoxy)methyl]phenyl]-N-methoxy-2-(3-methyl-1,2-oxazol-5-yl)ethanimine

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: 4.77

#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: 2.76

CX LogP: 4.76

CX LogD: 4.76

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.45

Np Likeness Score: -1.21

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