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

ID: ALA2272547

PubChem CID: 122177260

Max Phase: Preclinical

Molecular Formula: C16H15ClN2O3

Molecular Weight: 318.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCON=Cc1onc2c1CCOC2c1ccccc1Cl

Standard InChI:  InChI=1S/C16H15ClN2O3/c1-2-8-21-18-10-14-12-7-9-20-16(15(12)19-22-14)11-5-3-4-6-13(11)17/h2-6,10,16H,1,7-9H2

Standard InChI Key:  YLPCIMUHPZSAOC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   12.4007  -32.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4007  -32.9330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1138  -33.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8228  -32.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2871  -30.8861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1138  -31.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8205  -32.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4330  -31.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1002  -30.8021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6840  -31.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6853  -30.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9694  -30.4615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2541  -30.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2591  -31.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9756  -32.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2587  -31.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6581  -30.8109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4835  -30.7931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8786  -30.0688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7041  -30.0510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0993  -29.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3960  -30.4582    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
  8 16  1  0
 16 17  2  3
 17 18  1  0
 18 19  1  0
 20 19  1  0
 20 21  2  0
 11 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272547

   ---

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: 318.76

Molecular Weight (Monoisotopic): 318.0771

AlogP: 3.53

#Rotatable Bonds: 5

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: 3.63

CX LogD: 3.63

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.37

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