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

ID: ALA2287734

PubChem CID: 76334649

Max Phase: Preclinical

Molecular Formula: C22H28O3

Molecular Weight: 340.46

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H28O3/c1-5-6-9-17(23)20-19(18-15(3)12-14(2)13-16(18)4)21(24)25-22(20)10-7-8-11-22/h12-13H,5-11H2,1-4H3

Standard InChI Key:  SYCXKPOPNLPIDO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   19.0085  -16.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7622  -16.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6939  -15.2318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8978  -15.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4744  -15.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0919  -16.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0907  -17.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7988  -17.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5084  -17.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5056  -16.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7970  -16.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7945  -15.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3827  -17.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2168  -17.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2119  -16.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9826  -16.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0053  -15.0725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2239  -15.3117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5705  -14.8210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2197  -17.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0030  -17.9617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0369  -17.1664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4543  -17.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2714  -17.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6889  -18.5612    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
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287734

   4-Pentanoyl-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: 340.46

Molecular Weight (Monoisotopic): 340.2038

AlogP: 4.99

#Rotatable Bonds: 5

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: 6.38

CX LogD: 6.38

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.71

Np Likeness Score: 0.23

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