SCS-C000110

heronamide F

Pathway: Amino acids and Peptides | Polyketides Superclass: Macrolides Class: Macrolide lactams

Chemical Structure

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

Streptomyces marincola (marine actinomycete)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species Streptomyces marincola

Luhuitou Peninsula · 2m · 18.50°N, 109.46°E

DOI: 10.3389/fmicb.2022.860308 · Frontiers in Microbiology

Drug-likeness (Lipinski Ro5)

Molecular Weight

421.6 Da

Threshold ≤ 500

ALogP

4.79

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C27H35NO3

Molecular Weight:

421.6000 Da

SMILES:

C/C=C/C=C/C[C@@H]1C/C=C/C=C(C)/C=C/C=C\[C@@H](O)[C@@H](O)/C=C(C)/C=C/C=C/C(=O)N1

InChIKey:

                        FFBLFSFSCNGUGS-YGXGVOTQSA-N
                        
                    

InChI:

InChI=1S/C27H35NO3/c1-4-5-6-7-17-24-18-11-8-14-22(2)15-9-12-19-25(29)26(30)21-23(3)16-10-13-20-27(31)28-24/h4-16,19-21,24-26,29-30H,17-18H2,1-3H3,(H,28,31)/b5-4+,7-6+,11-8+,15-9+,16-10+,19-12-,20-13+,22-14+,23-21+/t24-,25-,26+/m1/s1

Calculated Properties

ALogP:

4.793 lipophilicity

TPSA:

69.56 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (0 aromatic)

Chiral Centers:

Fsp³:

0.2963 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000110

NPClassifier Pathway:

Amino acids and Peptides Polyketides

NPClassifier Superclass:

Macrolides

NPClassifier Class:

Macrolide lactams

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
Antifungal	—	Aspergillus niger	antifungal	10.3389/fmicb.2022.860308 Frontiers in Microbiology

Back to Compounds