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

ID: ALA2287732

PubChem CID: 76316495

Max Phase: Preclinical

Molecular Formula: C20H24O3

Molecular Weight: 312.41

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H24O3/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/h10-11H,5-9H2,1-4H3

Standard InChI Key:  WFXFANBSVWHKKX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    4.6457  -16.5532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3994  -16.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3311  -15.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5351  -15.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1116  -15.9343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7291  -16.7317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7280  -17.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4360  -17.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1457  -17.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1428  -16.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4342  -16.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4318  -15.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0199  -17.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8540  -17.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8492  -16.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6198  -16.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425  -15.2623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8612  -15.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2077  -15.0108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8570  -17.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6402  -18.1516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6741  -17.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0915  -18.0588    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  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287732

   4-Propanoyl-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: 312.41

Molecular Weight (Monoisotopic): 312.1725

AlogP: 4.21

#Rotatable Bonds: 3

Polar Surface Area: 43.37

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.49

CX LogD: 5.49

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.79

Np Likeness Score: 0.28

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