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

ID: ALA452126

PubChem CID: 44582398

Max Phase: Preclinical

Molecular Formula: C15H26O4

Molecular Weight: 270.37

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H26O4/c1-4-5-6-7-8-9-10-11-12(13(16)17)15(2,3)14(18)19-11/h11-12H,4-10H2,1-3H3,(H,16,17)/t11-,12+/m1/s1

Standard InChI Key:  WJJMIOAJFGUYLP-NEPJUHHUSA-N

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
   12.9363  -18.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7196  -18.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4095  -19.2731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0527  -18.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7601  -17.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8487  -18.9733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4177  -17.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7165  -16.6110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6024  -17.5058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0032  -19.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2907  -18.8138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5742  -19.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8617  -18.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1453  -19.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4328  -18.8002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7164  -19.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0039  -18.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7542  -17.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5833  -17.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  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
M  END

Alternative Forms

1. Parent:

   

   ALA452126

   (2R,3S)-4,4-dimethyl-2-octyl-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: 270.37

Molecular Weight (Monoisotopic): 270.1831

AlogP: 3.39

#Rotatable Bonds: 8

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: 4.23

CX LogD: 1.35

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.54

Np Likeness Score: 1.37

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