SCS-C002130

Penicopeptide H

Pathway: Alkaloids Superclass: Anthranilic acid alkaloids Class: Benzodiazepine 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

Penicillium sp. SCSIO 41035 (soft coral-derived fungus)

Original source name: Penicillium sp. SCSIO41035

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species NA

Zhongsha Islands

DOI: 10.3390/md23100377 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

296.1 Da

Threshold ≤ 500

ALogP

1.99

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H16N2O3

Molecular Weight:

296.1200 Da

SMILES:

COc1ccc(C[C@H]2NC(=O)c3ccccc3NC2=O)cc1

InChIKey:

                        XBBKODVEZJUVRL-OAHLLOKOSA-N
                        
                    

InChI:

InChI=1S/C17H16N2O3/c1-22-12-8-6-11(7-9-12)10-15-17(21)18-14-5-3-2-4-13(14)16(20)19-15/h2-9,15H,10H2,1H3,(H,18,21)(H,19,20)/t15-/m1/s1

Calculated Properties

ALogP:

1.988 lipophilicity

TPSA:

67.43 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.1765 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002130

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Anthranilic acid alkaloids

NPClassifier Class:

Benzodiazepine 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
Antiviral	inhibition_percent	Neuraminidase	57.78 ± 0.44 %	10.3390/md23100377 Marine Drugs

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