SCS-C005981

smenospongine

Pathway: Terpenoids Superclass: Diterpenoids Class: Halimane diterpenoids

Chemical Structure

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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

343.5 Da

Threshold ≤ 500

ALogP

3.98

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H29NO3

Molecular Weight:

343.4670 Da

SMILES:

C=C1CCC[C@H]2[C@](C)(CC3=C(O)C(=O)C=C(N)C3=O)[C@@H](C)CC[C@]12C

InChIKey:

                        LTNUWWZNTOSEML-NUATZEMDSA-N
                        
                    

InChI:

InChI=1S/C21H29NO3/c1-12-6-5-7-17-20(12,3)9-8-13(2)21(17,4)11-14-18(24)15(22)10-16(23)19(14)25/h10,13,17,25H,1,5-9,11,22H2,2-4H3/t13-,17+,20+,21+/m0/s1

Calculated Properties

ALogP:

3.982 lipophilicity

TPSA:

80.39 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.6190 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005981

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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