(E)-(2-(hydroxymethyl)-5-oxo-4-(16-oxohexadecylidene)tetrahydrofuran-2-yl)methyl pivalate

ID: ALA603450

Chembl Id: CHEMBL603450

PubChem CID: 46231162

Max Phase: Preclinical

Molecular Formula: C27H46O6

Molecular Weight: 466.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)C(=O)OCC1(CO)C/C(=C\CCCCCCCCCCCCCCC=O)C(=O)O1

Standard InChI:  InChI=1S/C27H46O6/c1-26(2,3)25(31)32-22-27(21-29)20-23(24(30)33-27)18-16-14-12-10-8-6-4-5-7-9-11-13-15-17-19-28/h18-19,29H,4-17,20-22H2,1-3H3/b23-18+

Standard InChI Key:  JKDUVZYWQSNQHL-PTGBLXJZSA-N

Alternative Forms

1. Parent:

   

   ALA603450

   (E)-(2-(hydroxymethyl)-5-oxo-4-(16-oxohexadecylidene)tetrahydrofuran-2-yl)methyl pivalate

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: 466.66

Molecular Weight (Monoisotopic): 466.3294

AlogP: 5.84

#Rotatable Bonds: 18

Polar Surface Area: 89.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.81

CX LogD: 6.81

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.12

Np Likeness Score: 1.18

References

1. Kang JH, Kim Y, Won SH, Park SK, Lee CW, Kim HM, Lewin NE, Perry NA, Pearce LV, Lundberg DJ, Surawski RJ, Blumberg PM, Lee J..  (2010)  Polar 3-alkylidene-5-pivaloyloxymethyl-5'-hydroxymethyl-gamma-lactones as protein kinase C ligands and antitumor agents.,  20  (3): [PMID:20045644] [10.1016/j.bmcl.2009.12.058]

Source

Source(1):

• Scientific Literature