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

ID: ALA2287733

PubChem CID: 76309247

Max Phase: Preclinical

Molecular Formula: C21H26O3

Molecular Weight: 326.44

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H26O3/c1-5-8-16(22)19-18(17-14(3)11-13(2)12-15(17)4)20(23)24-21(19)9-6-7-10-21/h11-12H,5-10H2,1-4H3

Standard InChI Key:  KSISTUKDXPQPRZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   11.2534  -16.4913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0071  -16.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9388  -15.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1428  -15.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7193  -15.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3368  -16.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3357  -17.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0437  -17.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7534  -17.4889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7505  -16.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0419  -16.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0395  -15.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6276  -17.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4617  -17.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4569  -16.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2275  -16.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2502  -15.2004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4689  -15.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8154  -14.9489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4647  -17.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2479  -18.0896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2818  -17.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6992  -17.9968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5164  -17.9866    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
M  END

Alternative Forms

1. Parent:

   

   ALA2287733

   4-Butanoyl-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: 326.44

Molecular Weight (Monoisotopic): 326.1882

AlogP: 4.60

#Rotatable Bonds: 4

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: 5.93

CX LogD: 5.93

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: 0.27

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