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

ID: ALA2272550

PubChem CID: 76316089

Max Phase: Preclinical

Molecular Formula: C13H10ClNO3

Molecular Weight: 263.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=Cc1onc2c1CCOC2c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C13H10ClNO3/c14-9-3-1-8(2-4-9)13-12-10(5-6-17-13)11(7-16)18-15-12/h1-4,7,13H,5-6H2

Standard InChI Key:  SJJOUCYSIFBEMK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   16.1622  -13.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1622  -13.8675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8716  -14.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5810  -13.8675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0440  -11.8352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8716  -12.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5788  -13.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1880  -12.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8529  -11.7517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4492  -12.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4505  -11.8193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7425  -11.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0309  -11.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0359  -12.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7487  -13.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0095  -12.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4334  -13.1797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3211  -11.4187    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  0
 13 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272550

   7-(4-chlorophenyl)-5,7-dihydro-4H-pyrano[3,4-c][1,2]oxazole-3-carbaldehyde

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: 263.68

Molecular Weight (Monoisotopic): 263.0349

AlogP: 2.80

#Rotatable Bonds: 2

Polar Surface Area: 52.33

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.51

CX LogD: 2.51

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.78

Np Likeness Score: -0.35

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