2-((3S,4S,6R)-4,6-Diethyl-6-hexyl-1,2-dioxan-3-yl)acetic acid

ID: ALA3808409

PubChem CID: 127043580

Max Phase: Preclinical

Molecular Formula: C16H30O4

Molecular Weight: 286.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCC[C@]1(CC)C[C@H](CC)[C@H](CC(=O)O)OO1

Standard InChI:  InChI=1S/C16H30O4/c1-4-7-8-9-10-16(6-3)12-13(5-2)14(19-20-16)11-15(17)18/h13-14H,4-12H2,1-3H3,(H,17,18)/t13-,14-,16+/m0/s1

Standard InChI Key:  GYVWYFYXKHKTRG-OFQRWUPVSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003   -1.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6387   -0.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5973    1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951    3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5549    3.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6331    3.6060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2628   -2.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5625    0.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5631    1.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8627    2.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8634    3.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1630    4.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3015   -2.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1635    5.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  6
  7  8  1  0
  4  9  1  6
  9 10  1  0
 10 11  1  0
 10 12  2  0
  1 13  1  1
  1 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 13 19  1  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3808409

   ---

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: 286.41

Molecular Weight (Monoisotopic): 286.2144

AlogP: 4.33

#Rotatable Bonds: 9

Polar Surface Area: 55.76

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.58

CX Basic pKa: ┄

CX LogP: 4.82

CX LogD: 2.08

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.51

Np Likeness Score: 2.55

References

1. Jamison MT, Dalisay DS, Molinski TF..  (2016)  Peroxide Natural Products from Plakortis zyggompha and the Sponge Association Plakortis halichondrioides-Xestospongia deweerdtae: Antifungal Activity against Cryptococcus gattii.,  79  (3): [PMID:26859086] [10.1021/acs.jnatprod.5b00951]

Source

Source(1):

• Scientific Literature