3-(4-Bromobenzyl)-5-phenyl-1-oxa-5-azaspiro[5.5]undeca-7,10-diene-4,9-dione

ID: ALA4525287

PubChem CID: 135365427

Max Phase: Preclinical

Molecular Formula: C22H18BrNO3

Molecular Weight: 424.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1C=CC2(C=C1)OCC(Cc1ccc(Br)cc1)C(=O)N2c1ccccc1

Standard InChI:  InChI=1S/C22H18BrNO3/c23-18-8-6-16(7-9-18)14-17-15-27-22(12-10-20(25)11-13-22)24(21(17)26)19-4-2-1-3-5-19/h1-13,17H,14-15H2

Standard InChI Key:  VVAXZJMJNUFXRL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   19.3732   -3.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3691   -2.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6591   -2.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9487   -2.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9528   -3.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6674   -3.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3732   -4.1974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0826   -4.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7920   -4.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7920   -3.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0826   -2.9592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5051   -2.9696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2395   -2.1559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0831   -2.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7965   -1.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7969   -0.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0845   -0.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3703   -0.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3735   -1.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5033   -4.6111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2157   -4.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9253   -4.6141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6331   -4.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6347   -3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9226   -2.9714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2136   -3.3806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3466   -2.9724    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  1  7  1  0
  1 11  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  2  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 11 14  1  0
  9 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4525287

   ---

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: 424.29

Molecular Weight (Monoisotopic): 423.0470

AlogP: 4.06

#Rotatable Bonds: 3

Polar Surface Area: 46.61

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.28

CX LogD: 5.28

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.75

Np Likeness Score: 0.14

References

1. Venkanna A, Cho KH, Dhorma LP, Kumar DN, Hah JM, Park HG, Kim SY, Kim MH..  (2019)  Chemistry-oriented synthesis (ChOS) and target deconvolution on neuroprotective effect of a novel scaffold, oxaza spiroquinone.,  163  [PMID:30530196] [10.1016/j.ejmech.2018.11.037]

Source

Source(1):

• Scientific Literature