(E/Z)-7-(2-chlorophenyl)-5,7-dihydro-4H-pyrano[3,4-c]isoxazole-3-carbaldehyde oxime

ID: ALA2272544

PubChem CID: 136264373

Max Phase: Preclinical

Molecular Formula: C13H11ClN2O3

Molecular Weight: 278.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  ON=Cc1onc2c1CCOC2c1ccccc1Cl

Standard InChI:  InChI=1S/C13H11ClN2O3/c14-10-4-2-1-3-8(10)13-12-9(5-6-18-13)11(7-15-17)19-16-12/h1-4,7,13,17H,5-6H2

Standard InChI Key:  SFMYRLCLNDVNJG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    4.2007  -21.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2007  -21.9457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9100  -22.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6234  -21.9457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0876  -19.9018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9100  -20.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6212  -21.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2339  -20.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9010  -19.8178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4835  -20.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4849  -19.8858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7687  -19.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0530  -19.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0580  -20.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7749  -21.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0601  -20.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2006  -19.4704    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.4596  -19.8266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2855  -19.8087    0.0000 O   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
 11 17  1  0
 16 18  2  3
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272544

   ---

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: 278.69

Molecular Weight (Monoisotopic): 278.0458

AlogP: 2.80

#Rotatable Bonds: 2

Polar Surface Area: 67.85

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.35

CX Basic pKa: ┄

CX LogP: 2.52

CX LogD: 1.45

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.52

Np Likeness Score: -0.61

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