5-O-Dodecanoyloxy-1,4-naphthoquinone

ID: ALA1917196

Chembl Id: CHEMBL1917196

PubChem CID: 54597680

Max Phase: Preclinical

Molecular Formula: C22H28O4

Molecular Weight: 356.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCC(=O)Oc1cccc2c1C(=O)C=CC2=O

Standard InChI:  InChI=1S/C22H28O4/c1-2-3-4-5-6-7-8-9-10-14-21(25)26-20-13-11-12-17-18(23)15-16-19(24)22(17)20/h11-13,15-16H,2-10,14H2,1H3

Standard InChI Key:  PGQZEUKITDGNDJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1917196

   (5,8-Dioxonaphthalen-1-yl) dodecanoate

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: 356.46

Molecular Weight (Monoisotopic): 356.1988

AlogP: 5.45

#Rotatable Bonds: 11

Polar Surface Area: 60.44

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.80

CX LogD: 5.80

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.30

Np Likeness Score: 0.55

References

1. Maruo S, Kuriyama I, Kuramochi K, Tsubaki K, Yoshida H, Mizushina Y..  (2011)  Inhibitory effect of novel 5-O-acyl juglones on mammalian DNA polymerase activity, cancer cell growth and inflammatory response.,  19  (19): [PMID:21903399] [10.1016/j.bmc.2011.08.023]

2. Fiorito S, Genovese S, Taddeo VA, Mathieu V, Kiss R, Epifano F..  (2016)  Novel juglone and plumbagin 5-O derivatives and their in vitro growth inhibitory activity against apoptosis-resistant cancer cells.,  26  (2): [PMID:26706169] [10.1016/j.bmcl.2015.12.017]

Source

Source(1):

• Scientific Literature