SCS-C002168

8'-oxoagelasine D

Pathway: Alkaloids Superclass: Pseudoalkaloids Class: Purine alkaloids

Chemical Structure

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Download: SDF SMILES

Source Information

Agelas aff. nemoechinata (sponge)

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

Xisha Islands

Master's thesis, Ocean University of China / School of Medicine and Pharmacy, Ocean University of China, 2014.

Drug-likeness (Lipinski Ro5)

Molecular Weight

437.6 Da

Threshold ≤ 500

ALogP

5.24

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C26H39N5O

Molecular Weight:

437.6320 Da

SMILES:

C=C1CC[C@@H]2C(C)(C)CCC[C@@]2(C)[C@@H]1CC/C(C)=C/Cn1c(=O)n(C)c2c(N)ncnc21

InChIKey:

                        CPBUOGQZRAINON-PJYQPWIOSA-N
                        
                    

InChI:

InChI=1S/C26H39N5O/c1-17(12-15-31-23-21(30(6)24(31)32)22(27)28-16-29-23)8-10-19-18(2)9-11-20-25(3,4)13-7-14-26(19,20)5/h12,16,19-20H,2,7-11,13-15H2,1,3-6H3,(H2,27,28,29)/b17-12+/t19-,20-,26+/m1/s1

Calculated Properties

ALogP:

5.237 lipophilicity

TPSA:

78.73 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.6538 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002168

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
Antitumor	IC50	HeLa	8.89 μM	—
Antitumor	IC50	HL-60	0.88 μM	—
Antitumor	IC50	P388	> 100.0 μM	—
Antitumor	IC50	K562	29.7 μM	—

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