(4R,5R)-4-Hydroxy-5-nonyl-dihydrofuran-2(3H)-one

ID: ALA3916503

PubChem CID: 134143659

Max Phase: Preclinical

Molecular Formula: C13H24O3

Molecular Weight: 228.33

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H24O3/c1-2-3-4-5-6-7-8-9-12-11(14)10-13(15)16-12/h11-12,14H,2-10H2,1H3/t11-,12-/m1/s1

Standard InChI Key:  SGXZHQLDCQIVMV-VXGBXAGGSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    3.6815   -5.4769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4986   -5.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7530   -4.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0901   -4.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4313   -4.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9782   -6.1385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0888   -3.4008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6540   -4.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4837   -3.6487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7064   -3.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5362   -2.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1432   -2.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9205   -2.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5276   -1.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3049   -2.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9119   -1.4604    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
  4  7  1  6
  5  8  1  6
  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
M  END

Alternative Forms

1. Parent:

   

   ALA3916503

   ---

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: 228.33

Molecular Weight (Monoisotopic): 228.1725

AlogP: 2.80

#Rotatable Bonds: 8

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: 13.91

CX Basic pKa: ┄

CX LogP: 3.28

CX LogD: 3.28

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.51

Np Likeness Score: 1.84

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