(4R,5R)-4-(Hydroxymethyl)-3-methylene-5-octyldihydrofuran-2(3H)-one

ID: ALA4083935

PubChem CID: 137647265

Max Phase: Preclinical

Molecular Formula: C14H24O3

Molecular Weight: 240.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@H](CCCCCCCC)[C@H]1CO

Standard InChI:  InChI=1S/C14H24O3/c1-3-4-5-6-7-8-9-13-12(10-15)11(2)14(16)17-13/h12-13,15H,2-10H2,1H3/t12-,13+/m0/s1

Standard InChI Key:  LEKUFNINSKUOGD-QWHCGFSZSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   24.0864   -3.7057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7565   -3.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5206   -2.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7010   -2.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4367   -3.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5284   -3.5063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0144   -1.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6550   -3.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2324   -1.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4183   -1.8413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0580   -2.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2762   -3.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6792   -2.5720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8974   -2.8100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3004   -2.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5187   -2.4900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9216   -1.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  2  6  2  0
  3  7  2  0
  5  8  1  6
  4  9  1  1
  9 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4083935

   ---

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: 240.34

Molecular Weight (Monoisotopic): 240.1725

AlogP: 2.83

#Rotatable Bonds: 8

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.41

CX LogD: 3.41

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.40

Np Likeness Score: 2.22

References

1. Makowski K, Mir JF, Mera P, Ariza X, Asins G, Hegardt FG, Herrero L, García J, Serra D..  (2017)  (-)-UB006: A new fatty acid synthase inhibitor and cytotoxic agent without anorexic side effects.,  131  [PMID:28324785] [10.1016/j.ejmech.2017.03.012]

Source

Source(1):

• Scientific Literature