(4RS,5SR)-4-(2-Hydroxyethyl)-3-methylene-5-octyldihydrofuran-2(3H)-one

ID: ALA4091333

PubChem CID: 137655312

Max Phase: Preclinical

Molecular Formula: C15H26O3

Molecular Weight: 254.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)OC(CCCCCCCC)C1CCO

Standard InChI:  InChI=1S/C15H26O3/c1-3-4-5-6-7-8-9-14-13(10-11-16)12(2)15(17)18-14/h13-14,16H,2-11H2,1H3

Standard InChI Key:  PSIYAXNYFFESNZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    4.6430   -9.2362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3131   -8.7686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0773   -7.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2577   -7.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -8.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0851   -9.0368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5710   -7.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2116   -8.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7890   -7.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9749   -7.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6146   -8.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8328   -8.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2358   -8.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4541   -8.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1460   -7.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9325   -8.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5242   -7.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5062   -6.7024    0.0000 O   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
  2  6  2  0
  3  7  2  0
  5  8  1  0
  4  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 10 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4091333

   ---

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: 254.37

Molecular Weight (Monoisotopic): 254.1882

AlogP: 3.22

#Rotatable Bonds: 9

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.39

Np Likeness Score: 2.09

References

1. Makowski K, Mir JF, Mera P, Ariza X, Asins G, Hegardt FG, Herrero L, García J, Serra D..  (2017)  (-)-UB006: A new fatty acid synthase inhibitor and cytotoxic agent without anorexic side effects.,  131  [PMID:28324785] [10.1016/j.ejmech.2017.03.012]

Source

Source(1):

• Scientific Literature