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

ID: ALA3893666

PubChem CID: 102462794

Max Phase: Preclinical

Molecular Formula: C15H26O2

Molecular Weight: 238.37

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H26O2/c1-3-5-6-7-8-9-10-11-14-13(4-2)12-15(16)17-14/h4,13-14H,2-3,5-12H2,1H3/t13-,14+/m0/s1

Standard InChI Key:  OMTITDXJXZNMTH-UONOGXRCSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   13.2360  -13.2980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0532  -13.2980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3075  -12.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6446  -12.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9858  -12.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5327  -13.9596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2085  -12.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0383  -11.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2610  -11.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0907  -10.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6977   -9.8713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4751  -10.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0821   -9.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8594   -9.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4665   -9.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6433  -11.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9350  -10.8144    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
  4 16  1  1
 16 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3893666

   (4R,5R)-4-ethenyl-5-nonyloxolan-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: 238.37

Molecular Weight (Monoisotopic): 238.1933

AlogP: 4.24

#Rotatable Bonds: 9

Polar Surface Area: 26.30

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.71

CX LogD: 4.71

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.34

Np Likeness Score: 1.56

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