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

ID: ALA477462

PubChem CID: 44582370

Max Phase: Preclinical

Molecular Formula: C17H28O3S

Molecular Weight: 312.48

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H28O3S/c1-3-4-5-6-7-8-9-10-11-12-14-15(16(18)19)13(2)17(20)21-14/h14-15H,2-12H2,1H3,(H,18,19)/t14-,15+/m1/s1

Standard InChI Key:  XBKCSFOKIGPHML-CABCVRRESA-N

Molfile:  

     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
    2.8624   -5.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8583   -6.8004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6416   -7.0593    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1300   -6.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6484   -5.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9550   -6.3984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9072   -4.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1975   -5.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2862   -4.6646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4404   -5.8163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1884   -7.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4364   -6.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7665   -7.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0146   -7.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6553   -7.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4073   -7.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0772   -7.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8291   -7.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4990   -7.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2510   -7.5112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9209   -7.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  8 10  2  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA477462

   2-Undecyl-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: 312.48

Molecular Weight (Monoisotopic): 312.1759

AlogP: 4.81

#Rotatable Bonds: 11

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: 5.70

CX LogD: 2.69

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.44

Np Likeness Score: 0.50

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