SCS-C002890

(2S,3S,5Z,8R,9R)-3-bromo-8-chloro-2-ethyl-9-[(Z)-pent-2-en-4-ynyl]-2,3,4,7,8,9-hexahydrooxonine

Pathway: Fatty acids

Chemical Structure

Structure of (2S,3S,5Z,8R,9R)-3-bromo-8-chloro-2-ethyl-9-[(Z)-pent-2-en-4-ynyl]-2,3,4,7,8,9-hexahydrooxonine

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Source Information

Aplysia dactylomela (NA)

Kingdom Metazoa Phylum Mollusca Class Gastropoda Order Aplysiida Family Aplysiidae Genus Aplysia Species Aplysia dactylomela

Hainan Island

DOI: 10.1016/j.tet.2005.05.051 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

331.7 Da

Threshold ≤ 500

ALogP

4.45

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C15H20BrClO

Molecular Weight:

331.6810 Da

SMILES:

C#C/C=C\C[C@H]1O[C@@H](CC)[C@@H](Br)C/C=C\C[C@H]1Cl

InChIKey:

                        XNLVYZURWKMAIT-PDXGQBOUSA-N
                        
                    

InChI:

InChI=1S/C15H20BrClO/c1-3-5-6-11-15-13(17)10-8-7-9-12(16)14(4-2)18-15/h1,5-8,12-15H,4,9-11H2,2H3/b6-5-,8-7-/t12-,13+,14-,15+/m0/s1

Calculated Properties

ALogP:

4.451 lipophilicity

TPSA:

9.23 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (0 aromatic)

Chiral Centers:

Fsp³:

0.6000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002890

NPClassifier Pathway:

Fatty acids

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD15474

Biological Activity Data

No bioactivity data available for this compound.

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