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

ID: ALA2272548

PubChem CID: 76308890

Max Phase: Preclinical

Molecular Formula: C18H20ClNO4

Molecular Weight: 349.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc(C2OCCc3c2noc3COC2CCCCO2)cc1

Standard InChI:  InChI=1S/C18H20ClNO4/c19-13-6-4-12(5-7-13)18-17-14(8-10-22-18)15(24-20-17)11-23-16-3-1-2-9-21-16/h4-7,16,18H,1-3,8-11H2

Standard InChI Key:  YHHJJXKJZHSDPB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   15.9914   -3.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9914   -4.5879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7044   -4.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4174   -4.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8777   -2.5454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7044   -3.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4151   -3.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0234   -3.2123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6906   -2.4614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2747   -3.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2761   -2.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5603   -2.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8451   -2.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8501   -3.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5665   -3.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8490   -3.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2493   -2.4706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0747   -2.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4799   -3.1940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3019   -3.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7224   -2.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3107   -1.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4827   -1.7613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1317   -2.1267    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
 13 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272548

   7-(4-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: -0.23

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