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

ID: ALA596819

Chembl Id: CHEMBL596819

PubChem CID: 46230973

Max Phase: Preclinical

Molecular Formula: C21H36O7

Molecular Weight: 400.51

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H36O7/c1-20(2,3)19(24)27-15-21(14-22)13-17(18(23)28-21)11-9-7-5-6-8-10-12-26-16-25-4/h11,22H,5-10,12-16H2,1-4H3/b17-11+

Standard InChI Key:  PZMAWIALQBCSQD-GZTJUZNOSA-N

Alternative Forms

1. Parent:

   

   ALA596819

   (E)-(2-(hydroxymethyl)-4-(8-(methoxymethoxy)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: 400.51

Molecular Weight (Monoisotopic): 400.2461

AlogP: 3.14

#Rotatable Bonds: 13

Polar Surface Area: 91.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.00

CX LogD: 4.00

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.22

Np Likeness Score: 1.20

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