(4R,5R)-5-Tridecyl-4-vinyl-dihydrofuran-2(3H)-one

ID: ALA3921685

PubChem CID: 53355543

Max Phase: Preclinical

Molecular Formula: C19H34O2

Molecular Weight: 294.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C[C@H]1CC(=O)O[C@@H]1CCCCCCCCCCCCC

Standard InChI:  InChI=1S/C19H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-18-17(4-2)16-19(20)21-18/h4,17-18H,2-3,5-16H2,1H3/t17-,18+/m0/s1

Standard InChI Key:  OXKHYJRSFCNTPE-ZWKOTPCHSA-N

Molfile:  

     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
   12.5550  -21.3461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3722  -21.3461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6266  -20.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9636  -20.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3049  -20.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8518  -22.0077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5275  -20.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3573  -19.5179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5800  -19.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4097  -18.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0168  -17.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7941  -18.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4011  -17.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1784  -17.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7855  -17.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5628  -17.5818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1698  -17.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9471  -17.2869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5542  -16.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9623  -19.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2540  -18.8625    0.0000 C   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
  5  7  1  6
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 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
 17 18  1  0
 18 19  1  0
  4 20  1  1
 20 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3921685

   (4R,5R)-4-ethenyl-5-tridecyloxolan-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: 294.48

Molecular Weight (Monoisotopic): 294.2559

AlogP: 5.81

#Rotatable Bonds: 13

Polar Surface Area: 26.30

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.48

CX LogD: 6.48

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.24

Np Likeness Score: 1.27

References

1. Sweidan A, Chollet-Krugler M, van de Weghe P, Chokr A, Tomasi S, Bonnaure-Mallet M, Bousarghin L..  (2016)  Design, synthesis and biological evaluation of potential antibacterial butyrolactones.,  24  (22): [PMID:27687969] [10.1016/j.bmc.2016.09.040]

Source

Source(1):

• Scientific Literature