(R)-5-Tridecylfuran-2(5H)-one

ID: ALA3930621

Cas Number: 76291-91-3

PubChem CID: 10423057

Max Phase: Preclinical

Molecular Formula: C17H30O2

Molecular Weight: 266.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCC[C@@H]1C=CC(=O)O1

Standard InChI:  InChI=1S/C17H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-14-15-17(18)19-16/h14-16H,2-13H2,1H3/t16-/m1/s1

Standard InChI Key:  VXYITLXRBYCEBM-MRXNPFEDSA-N

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
   11.3870   -5.7162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2042   -5.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4586   -4.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7956   -4.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1368   -4.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6837   -6.3779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3595   -4.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1893   -3.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4120   -3.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2417   -2.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8488   -2.2896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6261   -2.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2331   -1.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0104   -2.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6175   -1.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3948   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0018   -1.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7791   -1.6570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3862   -1.1100    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  2  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
M  END

Alternative Forms

1. Parent:

   

   ALA3930621

   (R)-5-Tridecylfuran-2(5H)-one

Molecule Features

Natural Product: Yes

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: 266.42

Molecular Weight (Monoisotopic): 266.2246

AlogP: 5.17

#Rotatable Bonds: 12

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: 10.57

CX Basic pKa: ┄

CX LogP: 6.37

CX LogD: 6.37

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.36

Np Likeness Score: 1.63

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