(3E,3'E,4S,4'S,5S,5'S)-3,3'-(decane-1,10-diylidene)bis(4-hydroxy-5-methyldihydrofuran-2(3H)-one)

ID: ALA5284432

Max Phase: Preclinical

Molecular Formula: C20H30O6

Molecular Weight: 366.45

Names and Identifiers

Canonical SMILES:  C[C@@H]1OC(=O)/C(=C/CCCCCCCC/C=C2/C(=O)O[C@@H](C)[C@H]2O)[C@@H]1O

Standard InChI:  InChI=1S/C20H30O6/c1-13-17(21)15(19(23)25-13)11-9-7-5-3-4-6-8-10-12-16-18(22)14(2)26-20(16)24/h11-14,17-18,21-22H,3-10H2,1-2H3/b15-11+,16-12+/t13-,14-,17+,18+/m0/s1

Standard InChI Key:  KCJDQTLZAGPZQB-WBYKRSRGSA-N

Molfile:  

 
     RDKit          2D

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    1.4632    2.8859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1327    2.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8650    1.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0615    1.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8205    2.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0438    2.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6062    0.9844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3470    0.9844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0256    0.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4809   -0.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8826    2.6448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1314   -1.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5832   -1.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2337   -2.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049   -1.2140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6585   -0.8624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1093   -1.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4990   -2.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2951   -2.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8826   -2.5722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1578   -2.8859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3133   -1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1630   -1.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9693   -1.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5055   -0.0897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4324   -2.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  1  0
  4  5  1  0
  1  5  1  0
  5  6  1  6
  4  7  1  6
  3  8  2  0
  8  9  1  0
  9 10  1  0
  2 11  2  0
 10 12  1  0
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 15 16  1  0
 16 17  1  0
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 15 19  1  0
 19 20  1  6
 18 21  1  6
 17 22  2  0
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 23 24  1  0
 16 25  2  0
 24 26  1  0
 14 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5284432

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 366.45

Molecular Weight (Monoisotopic): 366.2042

AlogP: 2.57

#Rotatable Bonds: 9

Polar Surface Area: 93.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.01

CX Basic pKa: ┄

CX LogP: 3.64

CX LogD: 3.64

Aromatic Rings: ┄

Heavy Atoms: 26

QED Weighted: 0.37

Np Likeness Score: 1.29

References

1. Ahn S, Basavana Gowda MK, Lee M, Masagalli JN, Mailar K, Choi WJ, Noh M..  (2020)  Novel linked butanolide dimer compounds increase adiponectin production during adipogenesis in human mesenchymal stem cells through peroxisome proliferator-activated receptor γ modulation.,  187  [PMID:31865018] [10.1016/j.ejmech.2019.111969]

Source

Source(1):

• Scientific Literature