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

ID: ALA2272546

PubChem CID: 122177259

Max Phase: Preclinical

Molecular Formula: C15H15ClN2O3

Molecular Weight: 306.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCON=Cc1onc2c1CCOC2c1ccccc1Cl

Standard InChI:  InChI=1S/C15H15ClN2O3/c1-2-20-17-9-13-11-7-8-19-15(14(11)18-21-13)10-5-3-4-6-12(10)16/h3-6,9,15H,2,7-8H2,1H3

Standard InChI Key:  JNJBPNOOLSMQOB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    2.6049  -32.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6049  -32.9547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3178  -33.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0266  -32.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4911  -30.9081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3178  -31.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0244  -32.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6367  -31.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3040  -30.8242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8883  -31.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8896  -30.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1738  -30.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4587  -30.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4637  -31.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1801  -32.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4622  -31.5573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6049  -30.4771    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8615  -30.8331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6867  -30.8153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0818  -30.0911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9070  -30.0733    0.0000 C   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
 19 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272546

   ---

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: 306.75

Molecular Weight (Monoisotopic): 306.0771

AlogP: 3.36

#Rotatable Bonds: 4

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: 3.25

CX LogD: 3.25

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.64

Np Likeness Score: -0.77

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