(E)-(4-(16-acetoxyhexadecylidene)-2-(hydroxymethyl)-5-oxotetrahydrofuran-2-yl)methyl pivalate

ID: ALA597893

Chembl Id: CHEMBL597893

PubChem CID: 46231267

Max Phase: Preclinical

Molecular Formula: C29H50O7

Molecular Weight: 510.71

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H50O7/c1-24(31)34-20-18-16-14-12-10-8-6-5-7-9-11-13-15-17-19-25-21-29(22-30,36-26(25)32)23-35-27(33)28(2,3)4/h19,30H,5-18,20-23H2,1-4H3/b25-19+

Standard InChI Key:  OPGZSPBBHSVJFB-NCELDCMTSA-N

Alternative Forms

1. Parent:

   

   ALA597893

   (E)-(4-(16-acetoxyhexadecylidene)-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: 510.71

Molecular Weight (Monoisotopic): 510.3557

AlogP: 6.20

#Rotatable Bonds: 19

Polar Surface Area: 99.13

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.29

CX LogD: 7.29

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.10

Np Likeness Score: 1.04

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