trans-4-Isopropylidene-2-decyl-5-oxo-tetrahydro-furan-3-carboxylic acid

ID: ALA476665

PubChem CID: 44582396

Max Phase: Preclinical

Molecular Formula: C18H30O4

Molecular Weight: 310.43

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H30O4/c1-4-5-6-7-8-9-10-11-12-14-16(17(19)20)15(13(2)3)18(21)22-14/h14,16H,4-12H2,1-3H3,(H,19,20)/t14-,16-/m1/s1

Standard InChI Key:  SHUNHCUPXPOLCW-GDBMZVCRSA-N

Molfile:  

     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
   11.9321  -13.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7154  -14.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4054  -14.8356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0485  -14.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7559  -13.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8445  -14.5358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2080  -12.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0317  -12.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8364  -12.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4135  -12.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7123  -12.1735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5982  -13.0683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9990  -14.7922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2865  -14.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5701  -14.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8576  -14.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1412  -14.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4287  -14.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7122  -14.7718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9997  -14.3559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2833  -14.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5708  -14.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 10 12  2  0
  1 10  1  1
  4  6  2  0
  2 13  1  6
 13 14  1  0
  5  7  2  0
 14 15  1  0
  2  3  1  0
 15 16  1  0
  7  8  1  0
 16 17  1  0
  3  4  1  0
 17 18  1  0
  7  9  1  0
 18 19  1  0
  4  5  1  0
 19 20  1  0
  5  1  1  0
 20 21  1  0
  1  2  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA476665

   trans-4-Isopropylidene-2-decyl-5-oxo-tetrahydro-furan-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: 310.43

Molecular Weight (Monoisotopic): 310.2144

AlogP: 4.48

#Rotatable Bonds: 10

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: 4.37

CX Basic pKa: ┄

CX LogP: 5.34

CX LogD: 2.42

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.37

Np Likeness Score: 1.16

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