trans-4,4-Dimethyl-2-nonyl-5-oxo-tetrahydrofuran-3-carboxylic acid

ID: ALA479103

PubChem CID: 44582399

Max Phase: Preclinical

Molecular Formula: C16H28O4

Molecular Weight: 284.40

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H28O4/c1-4-5-6-7-8-9-10-11-12-13(14(17)18)16(2,3)15(19)20-12/h12-13H,4-11H2,1-3H3,(H,17,18)/t12-,13+/m1/s1

Standard InChI Key:  VJPROSAZBRXZGE-OLZOCXBDSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
    1.0946  -22.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8779  -23.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5679  -23.7564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2110  -23.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9184  -22.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0070  -23.4566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5760  -21.8634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8748  -21.0944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2393  -21.9891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1615  -23.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5510  -23.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2674  -23.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9799  -23.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6963  -23.6994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4088  -23.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1253  -23.6926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8378  -23.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9125  -21.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7417  -22.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5542  -23.6858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2 10  1  6
  5  1  1  0
 10 11  1  0
  1  2  1  0
 11 12  1  0
  4  6  2  0
 12 13  1  0
 13 14  1  0
  2  3  1  0
 14 15  1  0
  3  4  1  0
 15 16  1  0
  7  8  1  0
 16 17  1  0
  7  9  2  0
  5 18  1  0
  1  7  1  1
  5 19  1  0
  4  5  1  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA479103

   (2R,3S)-4,4-dimethyl-2-nonyl-5-oxooxolane-3-carboxylic acid

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: 284.40

Molecular Weight (Monoisotopic): 284.1988

AlogP: 3.78

#Rotatable Bonds: 9

Polar Surface Area: 63.60

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.41

CX Basic pKa: ┄

CX LogP: 4.68

CX LogD: 1.79

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.52

Np Likeness Score: 1.30

References

1. Wang X, Lin J, Chen Y, Zhong W, Zhao G, Liu H, Li S, Wang L, Li S..  (2009)  Novel fatty acid synthase (FAS) inhibitors: design, synthesis, biological evaluation, and molecular docking studies.,  17  (5): [PMID:19223187] [10.1016/j.bmc.2009.01.050]

Source

Source(1):

• Scientific Literature