(E)-2-(2-((2-chloropyridin-3-yloxy)methyl)phenyl)-2-(methoxyimino)-N-methylacetamide

ID: ALA2288343

PubChem CID: 22419013

Max Phase: Preclinical

Molecular Formula: C16H16ClN3O3

Molecular Weight: 333.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)/C(=N/OC)c1ccccc1COc1cccnc1Cl

Standard InChI:  InChI=1S/C16H16ClN3O3/c1-18-16(21)14(20-22-2)12-7-4-3-6-11(12)10-23-13-8-5-9-19-15(13)17/h3-9H,10H2,1-2H3,(H,18,21)/b20-14+

Standard InChI Key:  QMSDYQZJKWUYHW-XSFVSMFZSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    3.7420   -6.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7408   -7.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4489   -7.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1585   -7.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1557   -6.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4471   -5.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8619   -5.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5711   -6.3139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8588   -5.0908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1465   -3.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2773   -5.9027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5742   -7.1311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9865   -6.3086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4447   -5.0968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1511   -4.6861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7357   -4.6903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7333   -3.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4416   -3.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4396   -2.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7301   -2.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0213   -2.6585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0269   -3.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3224   -3.8878    0.0000 Cl  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
  7  9  2  0
  9 15  1  0
 15 10  1  0
  8 11  1  0
  8 12  2  0
 11 13  1  0
  6 14  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288343

   (2E)-2-[2-[(2-chloropyridin-3-yl)oxymethyl]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: 333.77

Molecular Weight (Monoisotopic): 333.0880

AlogP: 2.41

#Rotatable Bonds: 6

Polar Surface Area: 72.81

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.15

CX LogP: 2.47

CX LogD: 2.47

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.50

Np Likeness Score: -0.86

References

1. TAKENAKA H, HAYASE Y, HASEGAWA R, ICHIBA T, MASUKO M, MURABAYASHI A, TAKEDA R.  (1998)  Structure and Fungicidal Activities of 2-Methoxyimino-N-methyl-2-[2-(substituted pyridyloxymethyl)phenyl]acetamide Derivatives,  23  (4): [10.1584/jpestics.23.379]

Source

Source(1):

• Scientific Literature