(E/Z)-7-(4-chlorophenyl)-5,7-dihydro-4H-pyrano[3,4-c]isoxazole-3-carbaldehyde O-methyl oxime

ID: ALA2272791

PubChem CID: 122177261

Max Phase: Preclinical

Molecular Formula: C14H13ClN2O3

Molecular Weight: 292.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CON=Cc1onc2c1CCOC2c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C14H13ClN2O3/c1-18-16-8-12-11-6-7-19-14(13(11)17-20-12)9-2-4-10(15)5-3-9/h2-5,8,14H,6-7H2,1H3

Standard InChI Key:  DPZCXGHLYNZQEK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   16.7198  -25.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4343  -25.8682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4343  -26.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7198  -27.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2208  -25.6133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0054  -25.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0054  -26.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2208  -26.9481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7358  -26.2807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7198  -24.6307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0054  -24.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0054  -23.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7198  -22.9807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4343  -23.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4343  -24.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9658  -27.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1588  -27.9043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9039  -28.6889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0969  -28.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7198  -22.1557    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  7  1  0
  6  7  1  0
  5  6  2  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  1 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 16  8  1  0
 16 17  2  3
 17 18  1  0
 18 19  1  0
 13 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272791

   ---

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: 292.72

Molecular Weight (Monoisotopic): 292.0615

AlogP: 2.97

#Rotatable Bonds: 3

Polar Surface Area: 56.85

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.90

CX LogD: 2.90

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.64

Np Likeness Score: -0.60

References

1. Kim HJ, Jang JY, Chung KH, Lee JH..  (1999)  Synthesis and Fungicidal Activities of 4,5-Dihydro-7H-pyrano[3,4-c]isoxazole Derivatives.,  63  (3): [PMID:27393257] [10.1271/bbb.63.494]

Source

Source(1):

• Scientific Literature