SCS-C001903

(-)-8'-oxoagelasine B

Pathway: Alkaloids Superclass: Pseudoalkaloids Class: Purine alkaloids

Chemical Structure

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Source Information

Agelas mauritiana (sponge)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Agelasida Family Agelasidae Genus Agelas Species Agelas mauritiana

Yongxing Island

DOI: 10.3390/md16010006 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

421.6 Da

Threshold ≤ 500

ALogP

4.60

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C25H35N5O

Molecular Weight:

421.5890 Da

SMILES:

CC1=CCC[C@@H]2[C@@]3(C)CC/C(=C/Cn4c(=O)n(C)c5ncnc(N)c54)C[C@@H]3CC[C@@]12C

InChIKey:

                        NJBFKGPMDHPVAP-RPFYTSSASA-N
                        
                    

InChI:

InChI=1S/C25H35N5O/c1-16-6-5-7-19-24(16,2)12-9-18-14-17(8-11-25(18,19)3)10-13-30-20-21(26)27-15-28-22(20)29(4)23(30)31/h6,10,15,18-19H,5,7-9,11-14H2,1-4H3,(H2,26,27,28)/b17-10-/t18-,19-,24-,25-/m0/s1

Calculated Properties

ALogP:

4.601 lipophilicity

TPSA:

78.73 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (2 aromatic)

Chiral Centers:

Fsp³:

0.6400 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001903

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Pseudoalkaloids

NPClassifier Class:

Purine alkaloids

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	—	less potent than non-8'-oxo analogues	— Structured numeric value is not available in this record; see the primary reference.	10.3390/md16010006 Marine Drugs
Antitumor	—	less potent than non-8'-oxo analogues	— Structured numeric value is not available in this record; see the primary reference.	10.3390/md16010006 Marine Drugs

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