(1R,5R,7S,8S)-1-((E)-2,6-dimethylhepta-1,5-dienyl)-3,10-dioxo-8-(phenylamino)-2-oxaspiro[4.5]decan-7-yl-acetate

ID: ALA4513721

PubChem CID: 155539087

Max Phase: Preclinical

Molecular Formula: C26H33NO5

Molecular Weight: 439.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1C[C@]2(CC(=O)O[C@@H]2/C=C(\C)CCC=C(C)C)C(=O)C[C@@H]1Nc1ccccc1

Standard InChI:  InChI=1S/C26H33NO5/c1-17(2)9-8-10-18(3)13-24-26(16-25(30)32-24)15-22(31-19(4)28)21(14-23(26)29)27-20-11-6-5-7-12-20/h5-7,9,11-13,21-22,24,27H,8,10,14-16H2,1-4H3/b18-13+/t21-,22-,24+,26-/m0/s1

Standard InChI Key:  KBZSLDWYBZKSDT-QYKRWOBFSA-N

Molfile:  

 
     RDKit          2D

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   21.7175   -4.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.7765   -3.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1081   -3.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8616   -2.7032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0412   -2.6950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   19.6410   -3.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.8507   -3.9653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0028   -5.5877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2974   -5.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5874   -5.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3022   -4.3579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4148   -6.4146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7042   -6.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9994   -6.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2893   -6.8054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2831   -7.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9929   -8.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7001   -7.6316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 12 13  2  0
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  7 17  1  1
  9 18  2  0
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  6 21  2  0
  3 22  1  1
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  4 26  1  6
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513721

   ---

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: 439.55

Molecular Weight (Monoisotopic): 439.2359

AlogP: 4.76

#Rotatable Bonds: 7

Polar Surface Area: 81.70

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.80

CX LogP: 4.28

CX LogD: 4.28

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.49

Np Likeness Score: 1.88

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