SCS-C006943

pyrrole-ε-lactam 2a

Pathway: Alkaloids

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.

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Source Information

Phakellia fusca (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Axinellida Family Axinellidae Genus Phakellia Species Phakellia fusca

South China Sea

DOI: 10.1016/j.phytochem.2024.114250 · Phytochemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

180.2 Da

Threshold ≤ 500

ALogP

0.84

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C9H12N2O2

Molecular Weight:

180.2070 Da

SMILES:

CO[C@@H]1CCNC(=O)c2[nH]ccc21

InChIKey:

                        TYNSUAUKOPSTEO-SSDOTTSWSA-N
                        
                    

InChI:

InChI=1S/C9H12N2O2/c1-13-7-3-5-11-9(12)8-6(7)2-4-10-8/h2,4,7,10H,3,5H2,1H3,(H,11,12)/t7-/m1/s1

Calculated Properties

ALogP:

0.836 lipophilicity

TPSA:

54.12 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4444 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006943

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

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
Anti-inflammatory	—	IL-6	— Structured numeric value is not available in this record; see the primary reference.	10.1016/j.phytochem.2024.114250 Phytochemistry
Antitumor	—	RAW264.7 cells	compounds 2a, 2b, 4a-7b, 10, 12 and 13, which showed no significant cytotoxicity, were evaluated for their anti-inflammatory activity	10.1016/j.phytochem.2024.114250 Phytochemistry

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