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

ID: ALA596818

Chembl Id: CHEMBL596818

PubChem CID: 44186749

Max Phase: Preclinical

Molecular Formula: C28H50O6

Molecular Weight: 482.70

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C28H50O6/c1-5-6-7-8-10-13-16-19-32-20-17-14-11-9-12-15-18-24-21-28(22-29,34-25(24)30)23-33-26(31)27(2,3)4/h18,29H,5-17,19-23H2,1-4H3/b24-18+

Standard InChI Key:  CYYWCMKXPXJMRW-HKOYGPOVSA-N

Alternative Forms

1. Parent:

   

   ALA596818

   (E)-(2-(hydroxymethyl)-4-(8-(nonyloxy)octylidene)-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: 482.70

Molecular Weight (Monoisotopic): 482.3607

AlogP: 6.29

#Rotatable Bonds: 19

Polar Surface Area: 82.06

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: 7.49

CX LogD: 7.49

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.13

Np Likeness Score: 0.89

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