SCS-C002166

Nemoechine D

Pathway: Alkaloids | Terpenoids Superclass: Pseudoalkaloids | Diterpenoids Class: Colensane and Clerodane diterpenoids | Purine alkaloids

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Chemical Structure

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

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:

437.6300 Da

SMILES:

CC1=CCC[C@@H]2[C@@](C)(CC/C(C)=C/Cn3c(=O)n(C)c4c(N)ncnc43)[C@H](C)CC[C@@]12C

InChIKey:

                        JJHWTGCJOGKVTP-QUOSWLHHSA-N
                        
                    

InChI:

InChI=1S/C26H39N5O/c1-17(12-15-31-23-21(30(6)24(31)32)22(27)28-16-29-23)10-13-25(4)19(3)11-14-26(5)18(2)8-7-9-20(25)26/h8,12,16,19-20H,7,9-11,13-15H2,1-6H3,(H2,27,28,29)/b17-12+/t19-,20-,25+,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-C002166

NPClassifier Pathway:

Alkaloids Terpenoids

NPClassifier Superclass:

Pseudoalkaloids Diterpenoids

NPClassifier Class:

Colensane and Clerodane diterpenoids 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	HL-60	9.95 μM	—
Antitumor	IC50	P388	28.36 μM	—
Antitumor	IC50	K562	17.7 μM	—
Antitumor	IC50	HeLa	> 100.0 μM	—

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