(E)-16-(5-(hydroxymethyl)-2-oxo-5-(pivaloyloxymethyl)dihydrofuran-3(2H)-ylidene)hexadecyl pivalate

ID: ALA597696

Chembl Id: CHEMBL597696

PubChem CID: 46231268

Max Phase: Preclinical

Molecular Formula: C32H56O7

Molecular Weight: 552.79

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C32H56O7/c1-30(2,3)28(35)37-22-20-18-16-14-12-10-8-7-9-11-13-15-17-19-21-26-23-32(24-33,39-27(26)34)25-38-29(36)31(4,5)6/h21,33H,7-20,22-25H2,1-6H3/b26-21+

Standard InChI Key:  ZGPBNUQANNPCIQ-YYADALCUSA-N

Alternative Forms

1. Parent:

   

   ALA597696

   (E)-16-(5-(hydroxymethyl)-2-oxo-5-(pivaloyloxymethyl)dihydrofuran-3(2H)-ylidene)hexadecyl 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: 552.79

Molecular Weight (Monoisotopic): 552.4026

AlogP: 7.23

#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: 9.09

CX LogD: 9.09

Aromatic Rings: ┄

Heavy Atoms: 39

QED Weighted: 0.08

Np Likeness Score: 0.81

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