SCS-C001550

N1,N?-di-p-(EE)-coumaroyl-N1?-acetylspermidine

Pathway: Alkaloids Superclass: Ornithine alkaloids Class: Polyamines

Chemical Structure

Structure of N1,N?-di-p-(EE)-coumaroyl-N1?-acetylspermidine

Loading 3D structure...

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

Agrococcus sp. SCSIO 52902 (NA)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Micrococcales Family Microbacteriaceae Genus Agrococcus Species NA

South China Sea · -2061m

DOI: 10.3390/md20070431 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

479.6 Da

Threshold ≤ 500

ALogP

3.08

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C27H33N3O5

Molecular Weight:

479.5770 Da

SMILES:

CC(=O)NCCCCN(CCCNC(=O)C=Cc1ccc(O)cc1)C(=O)C=Cc1ccc(O)cc1

InChIKey:

                        ZCFHFGBJRURZND-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C27H33N3O5/c1-21(31)28-17-2-3-19-30(27(35)16-10-23-7-13-25(33)14-8-23)20-4-18-29-26(34)15-9-22-5-11-24(32)12-6-22/h5-16,32-33H,2-4,17-20H2,1H3,(H,28,31)(H,29,34)

Calculated Properties

ALogP:

3.076 lipophilicity

TPSA:

118.97 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.2963 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001550

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Ornithine alkaloids

NPClassifier Class:

Polyamines

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	—	A-549; HL-60; HCT-116 cells	— Structured numeric value is not available in this record; see the primary reference.	10.3390/md20070431 Marine Drugs
Antibacterial	—	B. subtilis; B. thuringiensis; S. aureus; E. coli	— Structured numeric value is not available in this record; see the primary reference.	10.3390/md20070431 Marine Drugs

Back to Compounds