2-Decyl-4-methylene-5-oxo-tetrahydro-thiophene-3-carboxylic acid

ID: ALA478276

PubChem CID: 44582369

Max Phase: Preclinical

Molecular Formula: C16H26O3S

Molecular Weight: 298.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)S[C@H](CCCCCCCCCC)[C@H]1C(=O)O

Standard InChI:  InChI=1S/C16H26O3S/c1-3-4-5-6-7-8-9-10-11-13-14(15(17)18)12(2)16(19)20-13/h13-14H,2-11H2,1H3,(H,17,18)/t13-,14+/m1/s1

Standard InChI Key:  HVONHEMPNNBVDK-KGLIPLIRSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   10.0458   -1.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0416   -2.5837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8249   -2.8427    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.3133   -2.1776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8317   -1.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1383   -2.1818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0906   -0.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3808   -1.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4695   -0.4479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6237   -1.5997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3717   -3.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6198   -2.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9499   -3.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1979   -2.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5280   -3.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7760   -3.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1062   -3.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3542   -3.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6843   -3.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9323   -3.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8 10  2  0
  5  1  1  0
  2 11  1  6
  1  2  1  0
 11 12  1  0
  4  6  2  0
 12 13  1  0
 13 14  1  0
  5  7  2  0
 14 15  1  0
  2  3  1  0
 15 16  1  0
  1  8  1  1
 16 17  1  0
  3  4  1  0
 17 18  1  0
  4  5  1  0
 18 19  1  0
  8  9  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA478276

   2-Decyl-4-methylene-5-oxo-tetrahydro-thiophene-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: 298.45

Molecular Weight (Monoisotopic): 298.1603

AlogP: 4.42

#Rotatable Bonds: 10

Polar Surface Area: 54.37

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.23

CX Basic pKa: ┄

CX LogP: 5.26

CX LogD: 2.24

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.48

Np Likeness Score: 0.53

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