SCS-C005983

smenospongiarine

Pathway: Terpenoids Superclass: Diterpenoids Class: Halimane diterpenoids

Chemical Structure

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Download: SDF SMILES

Source Information

Dysidea sp. (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Dictyoceratida Family Dysideidae Genus Dysidea Species NA

Xisha Islands · about 20 m · 16°50′N, 112°20′E

DOI: 10.1248/cpb.c16-00183 · CHEMICAL & PHARMACEUTICAL BULLETIN

Drug-likeness (Lipinski Ro5)

Molecular Weight

401.6 Da

Threshold ≤ 500

ALogP

5.51

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C25H39NO3

Molecular Weight:

401.5910 Da

SMILES:

C=C(C)[C@@]1(C)CC[C@H](C)[C@@](C)(CC2=C(O)C(=O)C=C(NCCC(C)C)C2=O)[C@@H]1C

InChIKey:

                        VEPGBRFSWCONHG-JSVJYBRWSA-N
                        
                    

InChI:

InChI=1S/C25H39NO3/c1-15(2)10-12-26-20-13-21(27)23(29)19(22(20)28)14-25(8)17(5)9-11-24(7,16(3)4)18(25)6/h13,15,17-18,26,29H,3,9-12,14H2,1-2,4-8H3/t17-,18+,24+,25+/m0/s1

Calculated Properties

ALogP:

5.515 lipophilicity

TPSA:

66.40 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.6800 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005983

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Halimane diterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Antibacterial	MIC	Escherichia coli (25922), Bacillus subtilis (6633), Staphylococcus aureus (25923)	3.125–12.5 μg/mL	10.1248/cpb.c16-00183 CHEMICAL & PHARMACEUTICAL BULLETIN

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