(E)-2-(methoxyimino)-N-methyl-2-(2-(3-(prop-2-ynyloxy)phenoxy)phenyl)acetamide

ID: ALA2288560

PubChem CID: 22419065

Max Phase: Preclinical

Molecular Formula: C19H18N2O4

Molecular Weight: 338.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCOc1cccc(Oc2ccccc2/C(=N\OC)C(=O)NC)c1

Standard InChI:  InChI=1S/C19H18N2O4/c1-4-12-24-14-8-7-9-15(13-14)25-17-11-6-5-10-16(17)18(21-23-3)19(22)20-2/h1,5-11,13H,12H2,2-3H3,(H,20,22)/b21-18+

Standard InChI Key:  TXAFAYSBFBKMHR-DYTRJAOYSA-N

Molfile:  

     RDKit          2D

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    3.6966  -14.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6954  -15.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4035  -15.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1131  -15.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1103  -14.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4017  -13.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3993  -13.0500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6903  -12.6435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6912  -11.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9831  -11.4207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2757  -11.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2808  -12.6528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9894  -13.0555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8165  -13.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5257  -14.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2319  -13.8559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5288  -15.0843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9411  -14.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8134  -13.0440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1042  -12.6381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1011  -11.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5757  -13.0660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8654  -12.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8600  -11.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8543  -11.0238    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
  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
 12 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288560

   (2E)-2-methoxyimino-N-methyl-2-[2-(3-prop-2-ynoxyphenoxy)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: 338.36

Molecular Weight (Monoisotopic): 338.1267

AlogP: 2.59

#Rotatable Bonds: 7

Polar Surface Area: 69.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.24

CX LogP: 2.87

CX LogD: 2.87

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.48

Np Likeness Score: -0.90

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