(E)-2-(methoxyimino)-N-methyl-2-(2-(4-nitrophenoxy)phenyl)acetamide

ID: ALA2288553

PubChem CID: 19429903

Max Phase: Preclinical

Molecular Formula: C16H15N3O5

Molecular Weight: 329.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)/C(=N/OC)c1ccccc1Oc1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C16H15N3O5/c1-17-16(20)15(18-23-2)13-5-3-4-6-14(13)24-12-9-7-11(8-10-12)19(21)22/h3-10H,1-2H3,(H,17,20)/b18-15+

Standard InChI Key:  GJDKWLQRFNTTKF-OBGWFSINSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   24.1511   -3.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1500   -4.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8580   -5.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5677   -4.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5649   -3.9090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8562   -3.5037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8538   -2.6865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1449   -2.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1458   -1.4636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4377   -1.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7302   -1.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7353   -2.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4440   -2.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2710   -3.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9803   -3.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6864   -3.4924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9833   -4.7208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3957   -3.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2679   -2.6805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5587   -2.2746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5556   -1.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0207   -1.0624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3143   -1.4775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0167   -0.2486    0.0000 O   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
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  5 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 14 19  2  0
 19 20  1  0
 20 21  1  0
 11 22  1  0
 22 23  2  0
 22 24  1  0
M  CHG  2  22   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2288553

   (2E)-2-methoxyimino-N-methyl-2-[2-(4-nitrophenoxy)phenyl]acetamide

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: 329.31

Molecular Weight (Monoisotopic): 329.1012

AlogP: 2.48

#Rotatable Bonds: 6

Polar Surface Area: 103.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.92

CX Basic pKa: ┄

CX LogP: 2.73

CX LogD: 2.73

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.50

Np Likeness Score: -0.89

References

1. KATAOKA T, HAYASE Y, MASUKO M, NIIKAWA M, ICHINARI M, TAKENAKA H, TANIMOTO N, HAYASHI Y, TAKEDA R.  (1998)  Synthesis and Fungicidal Activities of Phenoxyphenyl Alkoxyiminoacetamide Derivatives,  23  (2): [10.1584/jpestics.23.95]

Source

Source(1):

• Scientific Literature