7-(2-chlorophenyl)-3-((tetrahydro-2H-pyran-2-yloxy)methyl)-5,7-dihydro-4H-pyrano[3,4-c]isoxazole

ID: ALA2272540

PubChem CID: 76316088

Max Phase: Preclinical

Molecular Formula: C18H20ClNO4

Molecular Weight: 349.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccccc1C1OCCc2c1noc2COC1CCCCO1

Standard InChI:  InChI=1S/C18H20ClNO4/c19-14-6-2-1-5-12(14)18-17-13(8-10-22-18)15(24-20-17)11-23-16-7-3-4-9-21-16/h1-2,5-6,16,18H,3-4,7-11H2

Standard InChI Key:  PGOTUIRGMIUINB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    4.7958   -4.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7958   -5.3695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5052   -5.7781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2147   -5.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6777   -3.3373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5052   -4.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2124   -4.5442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8175   -4.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4865   -3.2537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0828   -4.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0842   -3.3214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3720   -2.9108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6603   -3.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6654   -4.1512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3781   -4.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6390   -3.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0373   -3.2629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8584   -3.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2617   -3.9826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0795   -3.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4979   -3.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0882   -2.5630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2643   -2.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7958   -2.9083    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  1  0
 17 18  1  0
 18 19  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 11 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272540

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

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: 349.81

Molecular Weight (Monoisotopic): 349.1081

AlogP: 4.03

#Rotatable Bonds: 4

Polar Surface Area: 53.72

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.57

CX LogD: 3.57

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.83

Np Likeness Score: -0.32

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