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

ID: ALA4091700

PubChem CID: 137652720

Max Phase: Preclinical

Molecular Formula: C14H24O3

Molecular Weight: 240.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)OC(CCCCCCCC)C1CO

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

Standard InChI Key:  LEKUFNINSKUOGD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    5.3900   -3.5489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0602   -3.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8243   -2.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0047   -2.2827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7404   -3.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8321   -3.3494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3180   -1.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9586   -3.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5360   -1.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7219   -1.6845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616   -2.7351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5799   -2.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9829   -2.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2011   -2.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6041   -2.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1855   -2.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7771   -1.7752    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  0
  4  9  1  0
  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:

   

   ALA4091700

   ---

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