(E)-(4-(8-hydroxyhexadecylidene)-2-(hydroxymethyl)-5-oxotetrahydrofuran-2-yl)methyl pivalate

ID: ALA599698

Chembl Id: CHEMBL599698

PubChem CID: 46231087

Max Phase: Preclinical

Molecular Formula: C27H48O6

Molecular Weight: 468.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCC(O)CCCCCC/C=C1\CC(CO)(COC(=O)C(C)(C)C)OC1=O

Standard InChI:  InChI=1S/C27H48O6/c1-5-6-7-8-11-14-17-23(29)18-15-12-9-10-13-16-22-19-27(20-28,33-24(22)30)21-32-25(31)26(2,3)4/h16,23,28-29H,5-15,17-21H2,1-4H3/b22-16+

Standard InChI Key:  OEBCANQLXDGDBC-CJLVFECKSA-N

Alternative Forms

1. Parent:

   

   ALA599698

   (E)-(4-(8-hydroxyhexadecylidene)-2-(hydroxymethyl)-5-oxotetrahydrofuran-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: 468.68

Molecular Weight (Monoisotopic): 468.3451

AlogP: 5.63

#Rotatable Bonds: 17

Polar Surface Area: 93.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.90

CX LogD: 6.90

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.16

Np Likeness Score: 1.29

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