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

ID: ALA4061126

PubChem CID: 137637751

Max Phase: Preclinical

Molecular Formula: C16H28O3

Molecular Weight: 268.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)OC(CCCCCCCC)C1CCCO

Standard InChI:  InChI=1S/C16H28O3/c1-3-4-5-6-7-8-11-15-14(10-9-12-17)13(2)16(18)19-15/h14-15,17H,2-12H2,1H3

Standard InChI Key:  YDZWJVRMMJVPDR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
   13.4835   -9.4054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1537   -8.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9178   -8.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0982   -8.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8339   -8.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9256   -9.2060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4115   -7.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0521   -9.1497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6295   -7.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8154   -7.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4551   -8.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6734   -8.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0763   -8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2946   -8.5097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6976   -7.9517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9158   -8.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3188   -7.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3468   -6.8716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5327   -6.9427    0.0000 O   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
 10 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4061126

   ---

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: 268.40

Molecular Weight (Monoisotopic): 268.2038

AlogP: 3.61

#Rotatable Bonds: 10

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: 4.26

CX LogD: 4.26

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.37

Np Likeness Score: 2.07

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