(7-(2-chlorophenyl)-5,7-dihydro-4H-pyrano[3,4-c]isoxazol-3-yl)methanol

ID: ALA2272541

PubChem CID: 76327021

Max Phase: Preclinical

Molecular Formula: C13H12ClNO3

Molecular Weight: 265.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OCc1onc2c1CCOC2c1ccccc1Cl

Standard InChI:  InChI=1S/C13H12ClNO3/c14-10-4-2-1-3-8(10)13-12-9(5-6-17-13)11(7-16)18-15-12/h1-4,13,16H,5-7H2

Standard InChI Key:  BSYRSHQMQUUCMA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    5.1797   -9.0139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1797   -9.8352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8891  -10.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5985   -9.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0615   -7.8029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8891   -8.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5963   -9.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2055   -8.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8703   -7.7194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4666   -8.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4680   -7.7870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7558   -7.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0442   -7.7913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0492   -8.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7620   -9.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0269   -8.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4211   -7.7286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1796   -7.3740    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
 11 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272541

   [7-(2-chlorophenyl)-5,7-dihydro-4H-pyrano[3,4-c][1,2]oxazol-3-yl]methanol

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: 265.70

Molecular Weight (Monoisotopic): 265.0506

AlogP: 2.48

#Rotatable Bonds: 2

Polar Surface Area: 55.49

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.35

CX Basic pKa: ┄

CX LogP: 2.03

CX LogD: 2.03

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.91

Np Likeness Score: -0.21

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