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

ID: ALA2272790

PubChem CID: 136245202

Max Phase: Preclinical

Molecular Formula: C13H11ClN2O3

Molecular Weight: 278.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  ON=Cc1onc2c1CCOC2c1ccc(Cl)cc1

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

Standard InChI Key:  AAUKIFKYRQQWRR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   15.4412  -22.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4412  -23.4067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1506  -23.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8641  -23.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3281  -21.3629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1506  -22.1656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8617  -22.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4745  -22.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1415  -21.2788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7242  -22.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7255  -21.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0092  -20.9339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2935  -21.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2985  -22.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0154  -22.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3006  -22.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7002  -21.2877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5260  -21.2698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5797  -20.9439    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
 13 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272790

   ---

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: 278.70

Molecular Weight (Monoisotopic): 278.0458

AlogP: 2.80

#Rotatable Bonds: 2

Polar Surface Area: 67.85

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.64

CX Basic pKa: ┄

CX LogP: 2.52

CX LogD: 1.70

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.52

Np Likeness Score: -0.50

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