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

ID: ALA2272789

PubChem CID: 76316107

Max Phase: Preclinical

Molecular Formula: C13H11BrClNO2

Molecular Weight: 328.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc(C2OCCc3c2noc3CBr)cc1

Standard InChI:  InChI=1S/C13H11BrClNO2/c14-7-11-10-5-6-17-13(12(10)16-18-11)8-1-3-9(15)4-2-8/h1-4,13H,5-7H2

Standard InChI Key:  IPMXHADMPVXWFK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   15.6092  -17.8214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6092  -18.6427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3186  -19.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0280  -18.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4910  -16.6104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3186  -17.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0258  -17.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6350  -17.2740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2998  -16.5269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8961  -17.4149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8975  -16.5945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1853  -16.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4778  -16.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4828  -17.4243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1915  -17.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4564  -17.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8506  -16.5361    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   12.7675  -16.1948    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
 13 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272789

   3-(bromomethyl)-7-(4-chlorophenyl)-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: 328.59

Molecular Weight (Monoisotopic): 326.9662

AlogP: 3.89

#Rotatable Bonds: 2

Polar Surface Area: 35.26

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.57

CX LogD: 3.57

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.78

Np Likeness Score: -0.43

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