(E)-2-(2-(2,5-dimethylphenoxy)phenyl)-2-(methoxyimino)-N-methylacetamide

ID: ALA2286693

PubChem CID: 76312896

Max Phase: Preclinical

Molecular Formula: C18H20N2O3

Molecular Weight: 312.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)/C(=N/OC)c1ccccc1Oc1cc(C)ccc1C

Standard InChI:  InChI=1S/C18H20N2O3/c1-12-9-10-13(2)16(11-12)23-15-8-6-5-7-14(15)17(20-22-4)18(21)19-3/h5-11H,1-4H3,(H,19,21)/b20-17+

Standard InChI Key:  YUPFDXACLVOSHJ-LVZFUZTISA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   32.3679  -19.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3679  -20.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0756  -21.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7833  -20.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7833  -19.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0756  -19.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4892  -19.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1952  -19.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9011  -19.5641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1952  -20.7868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4892  -18.7490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7833  -18.3414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7833  -17.5263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6070  -19.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0756  -18.7479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3697  -18.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3697  -17.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6620  -17.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9543  -17.5232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9543  -18.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6620  -18.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0756  -17.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2484  -18.7479    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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  7 11  2  0
 11 12  1  0
 12 13  1  0
  9 14  1  0
  6 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 17 22  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286693

   (2E)-2-[2-(2,5-dimethylphenoxy)phenyl]-2-methoxyimino-N-methylacetamide

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: 312.37

Molecular Weight (Monoisotopic): 312.1474

AlogP: 3.19

#Rotatable Bonds: 5

Polar Surface Area: 59.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.64

CX LogP: 3.82

CX LogD: 3.82

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.68

Np Likeness Score: -0.67

References

1. ICHIBA T, INUTA T, HORITA Y, NIIKAWA M, MASUKO M.  (2002)  Controlling Efficacy of Strobilurin Derivatives against Wheat Powdery Mildew and Eyespot,  27  (2): [10.1584/jpestics.27.127]

2. 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