3-Hydroxy-2-(17'-phenyl-20'-methylenedioxyheptadecanoyl)-cyclohex-2-en-1-one

ID: ALA3289511

PubChem CID: 90681783

Max Phase: Preclinical

Molecular Formula: C30H44O5

Molecular Weight: 484.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCCCCCCCCCCCCCCc1ccc2c(c1)OCO2)C1=C(O)CCCC1=O

Standard InChI:  InChI=1S/C30H44O5/c31-25(30-26(32)18-15-19-27(30)33)17-14-12-10-8-6-4-2-1-3-5-7-9-11-13-16-24-20-21-28-29(22-24)35-23-34-28/h20-22,32H,1-19,23H2

Standard InChI Key:  XNXCGXUXGAPGNC-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3289511

   2-[17-(1,3-Benzodioxol-5-yl)-1-hydroxyheptadecylidene]cyclohexane-1,3-dione

Molecule Features

Natural Product: Yes

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: 484.68

Molecular Weight (Monoisotopic): 484.3189

AlogP: 7.94

#Rotatable Bonds: 18

Polar Surface Area: 72.83

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.12

CX Basic pKa: ┄

CX LogP: 8.70

CX LogD: 6.44

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.17

Np Likeness Score: 0.44

References

1. Ferreira EA, Reigada JB, Correia MV, Young MC, Guimarães EF, Franchi GC, Nowill AE, Lago JH, Yamaguchi LF, Kato MJ..  (2014)  Antifungal and cytotoxic 2-acylcyclohexane-1,3-diones from Peperomia alata and P. trineura.,  77  (6): [PMID:24905499] [10.1021/np500130x]

Source

Source(1):

• Scientific Literature