4-(4-fluorobenzoyl)-3-mesityl-1-oxaspiro[4.4]non-3-en-2-one

ID: ALA2287724

PubChem CID: 76309245

Max Phase: Preclinical

Molecular Formula: C24H23FO3

Molecular Weight: 378.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c(C2=C(C(=O)c3ccc(F)cc3)C3(CCCC3)OC2=O)c(C)c1

Standard InChI:  InChI=1S/C24H23FO3/c1-14-12-15(2)19(16(3)13-14)20-21(22(26)17-6-8-18(25)9-7-17)24(28-23(20)27)10-4-5-11-24/h6-9,12-13H,4-5,10-11H2,1-3H3

Standard InChI Key:  XKFCZAJJDCWKKT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   21.1175   -7.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8712   -7.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8029   -6.3335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0069   -6.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5834   -6.8461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2009   -7.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1997   -8.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9078   -8.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6174   -8.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6146   -7.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9060   -7.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9035   -6.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4917   -8.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3258   -8.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3209   -7.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0916   -7.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1143   -6.1742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3329   -6.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6795   -5.9227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3288   -8.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1120   -9.0634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1459   -8.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5591   -8.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3754   -8.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7760   -8.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3541   -7.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5391   -7.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5931   -8.2384    0.0000 F   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
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287724

   4-(4-Fluorobenzoyl)-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: 378.44

Molecular Weight (Monoisotopic): 378.1631

AlogP: 5.26

#Rotatable Bonds: 3

Polar Surface Area: 43.37

Molecular Species: ┄

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.36

CX LogD: 6.36

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.54

Np Likeness Score: -0.24

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