(E)-(2-((4-chloro-2-methylphenoxy)methyl)phenyl)(1,3,4-oxadiazol-2-yl)methanone O-methyl oxime

ID: ALA2289384

PubChem CID: 76320310

Max Phase: Preclinical

Molecular Formula: C18H16ClN3O3

Molecular Weight: 357.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(/c1nnco1)c1ccccc1COc1ccc(Cl)cc1C

Standard InChI:  InChI=1S/C18H16ClN3O3/c1-12-9-14(19)7-8-16(12)24-10-13-5-3-4-6-15(13)17(22-23-2)18-21-20-11-25-18/h3-9,11H,10H2,1-2H3/b22-17+

Standard InChI Key:  YSPOBMAEKIPONM-OQKWZONESA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   12.0852  -28.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8011  -28.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8202  -27.5773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1240  -27.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4072  -27.5484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3916  -28.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5373  -27.1854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2440  -27.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2419  -28.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5341  -28.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5316  -29.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2388  -30.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9500  -29.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9489  -28.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6555  -28.4066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3194  -28.8827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6532  -27.5895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9444  -27.1828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9421  -26.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3237  -29.7056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1034  -29.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5790  -29.2874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0916  -28.6303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1417  -26.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6758  -28.7547    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
  3  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 20 21  1  0
 16 20  1  0
 21 22  2  0
 22 23  1  0
 23 16  2  0
  4 24  1  0
  6 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289384

   (E)-1-[2-[(4-chloro-2-methylphenoxy)methyl]phenyl]-N-methoxy-1-(1,3,4-oxadiazol-2-yl)methanimine

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: 357.80

Molecular Weight (Monoisotopic): 357.0880

AlogP: 4.01

#Rotatable Bonds: 6

Polar Surface Area: 69.74

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.86

CX LogD: 3.86

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.49

Np Likeness Score: -1.35

References

1. KAI H, ICHIBA T, TAKASE A, MASUKO M.  (2000)  Synthesis and Fungicidal Activities of Heterocyclic Compounds Having -Methoxyimino-2-phenoxymethylbenzyl Group,  25  (1): [10.1584/jpestics.25.24]

Source

Source(1):

• Scientific Literature