4-acryloyl-3-mesityl-1-oxaspiro[4.4]non-3-en-2-one

ID: ALA2287730

PubChem CID: 76316494

Max Phase: Preclinical

Molecular Formula: C20H22O3

Molecular Weight: 310.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CC(=O)C1=C(c2c(C)cc(C)cc2C)C(=O)OC12CCCC2

Standard InChI:  InChI=1S/C20H22O3/c1-5-15(21)18-17(16-13(3)10-12(2)11-14(16)4)19(22)23-20(18)8-6-7-9-20/h5,10-11H,1,6-9H2,2-4H3

Standard InChI Key:  VFKHLINECLXDDK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   27.5395  -11.7863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2932  -11.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2249  -10.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4288  -10.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0053  -11.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6228  -11.9648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6217  -12.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3297  -13.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0394  -12.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0366  -11.9612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3280  -11.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3255  -10.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9137  -13.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7477  -13.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7429  -11.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5135  -11.8175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5363  -10.4954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7549  -10.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1015  -10.2439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7507  -12.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5340  -13.3846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5678  -12.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9853  -13.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  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
  7 13  1  0
  9 14  1  0
 10 15  1  0
 15 16  2  0
 16  5  1  0
  5 17  1  0
 17 18  1  0
 18 15  1  0
 18 19  2  0
 16 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287730

   4-Prop-2-enoyl-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-2-one

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: 310.39

Molecular Weight (Monoisotopic): 310.1569

AlogP: 3.99

#Rotatable Bonds: 3

Polar Surface Area: 43.37

Molecular Species: ┄

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.54

CX LogD: 5.54

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: 0.39

References

1. Zhao JH, Wang ZC, Ji MH, Cheng JL, Zhu GN, Yu CM..  (2012)  Synthesis and bioactivity evaluation of novel spiromesifen derivatives.,  68  (1): [PMID:21997953] [10.1002/ps.2248]

Source

Source(1):

• Scientific Literature