(1R,5R,7S)-1-(2,6-dimethylheptyl)-3,10-dioxo-2-oxaspiro[4.5]dec-8-en-7-yl-acetate

ID: ALA4513733

PubChem CID: 155539133

Max Phase: Preclinical

Molecular Formula: C20H30O5

Molecular Weight: 350.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@@H]1C=CC(=O)[C@@]2(CC(=O)O[C@@H]2CC(C)CCCC(C)C)C1

Standard InChI:  InChI=1S/C20H30O5/c1-13(2)6-5-7-14(3)10-18-20(12-19(23)25-18)11-16(24-15(4)21)8-9-17(20)22/h8-9,13-14,16,18H,5-7,10-12H2,1-4H3/t14?,16-,18-,20+/m1/s1

Standard InChI Key:  HLIPJPLXGAMLFM-SUEODWSZSA-N

Molfile:  

 
     RDKit          2D

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   45.5027  -23.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7887  -24.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7840  -25.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4917  -25.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.2057  -25.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.2121  -24.3872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8478  -23.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.1793  -23.5074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9328  -22.7202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1124  -22.7120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.8690  -23.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5809  -23.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2927  -23.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0045  -23.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7122  -23.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4241  -23.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1359  -23.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.4252  -22.0608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.0693  -25.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.5809  -22.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4241  -22.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3656  -25.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6540  -25.5903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3734  -24.3714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   46.9219  -23.9823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  7  1  1  0
  1  8  1  6
  8  9  1  0
  9 10  1  0
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 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  7 17  1  1
  9 18  2  0
  3 19  1  1
 12 20  1  0
 16 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  2  0
  6 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513733

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 350.46

Molecular Weight (Monoisotopic): 350.2093

AlogP: 3.60

#Rotatable Bonds: 7

Polar Surface Area: 69.67

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.04

CX LogD: 4.04

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.66

Np Likeness Score: 2.18

References

1. Xu XY, Tsang SW, Guan YF, Liu KL, Pan WH, Lam CS, Lee KM, Xia YX, Xie WJ, Wong WY, Lee MML, Tai WCS, Zhang HJ..  (2019)  In Vitro and in Vivo Antitumor Effects of Plant-Derived Miliusanes and Their Induction of Cellular Senescence.,  62  (3): [PMID:30633861] [10.1021/acs.jmedchem.8b01742]

Source

Source(1):

• Scientific Literature