Ethyl 2-((3-(5-allyl-2-methoxyphenyl)isoxazol-5-yl)methoxy)acetate

ID: ALA4514631

PubChem CID: 155539434

Max Phase: Preclinical

Molecular Formula: C18H21NO5

Molecular Weight: 331.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CCc1ccc(OC)c(-c2cc(COCC(=O)OCC)on2)c1

Standard InChI:  InChI=1S/C18H21NO5/c1-4-6-13-7-8-17(21-3)15(9-13)16-10-14(24-19-16)11-22-12-18(20)23-5-2/h4,7-10H,1,5-6,11-12H2,2-3H3

Standard InChI Key:  HTFFSXKLBSBQDX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    4.6225  -20.8425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9555  -21.3246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2097  -22.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0311  -22.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2854  -21.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0870  -22.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0858  -23.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7939  -23.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5035  -23.3413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5007  -22.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7921  -22.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7896  -21.2962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9886  -20.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0807  -20.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7007  -21.3095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7937  -24.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0859  -24.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0857  -25.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4039  -20.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1160  -21.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8193  -20.8782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1247  -22.1115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5313  -21.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2346  -20.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  1  2  1  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
 11 12  1  0
 10  3  1  0
  5 13  1  0
 12 14  1  0
 13 15  1  0
  8 16  1  0
 16 17  1  0
 17 18  2  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514631

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 331.37

Molecular Weight (Monoisotopic): 331.1420

AlogP: 3.16

#Rotatable Bonds: 9

Polar Surface Area: 70.79

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.09

CX LogD: 3.09

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.52

Np Likeness Score: -0.72

References

1. Yuan Y, Subedi L, Lim D, Jung JK, Kim SY, Seo SY..  (2019)  Synthesis and anti-neuroinflammatory activity of N-heterocyclic analogs based on natural biphenyl-neolignan honokiol.,  29  (2): [PMID:30472026] [10.1016/j.bmcl.2018.11.014]

Source

Source(1):

• Scientific Literature