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

ID: ALA2287731

PubChem CID: 76312948

Max Phase: Preclinical

Molecular Formula: C21H24O3

Molecular Weight: 324.42

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H24O3/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/h5,8,11-12H,6-7,9-10H2,1-4H3/b8-5+

Standard InChI Key:  YARQGUWCDRRZAI-VMPITWQZSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   35.0840  -11.9596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8378  -11.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7694  -10.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9734  -10.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5499  -11.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1674  -12.1381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1663  -12.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8743  -13.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5840  -12.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5811  -12.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8725  -11.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8701  -10.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4582  -13.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2923  -13.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2875  -11.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0581  -11.9908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0808  -10.6687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2995  -10.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6461  -10.4172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2953  -12.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0785  -13.5579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1124  -12.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5299  -13.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3470  -13.4549    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
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287731

   4-[(E)-but-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: 324.42

Molecular Weight (Monoisotopic): 324.1725

AlogP: 4.38

#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: 5.93

CX LogD: 5.93

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.61

Np Likeness Score: 0.52

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