SCS-C002125

Penicopeptide B

Pathway: Alkaloids Superclass: Anthranilic acid alkaloids Class: Benzodiazepine alkaloids

Chemical Structure

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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

620.3 Da

Threshold ≤ 500

ALogP

4.66

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C36H36N4O6

Molecular Weight:

620.2600 Da

SMILES:

COc1ccc(CC2C(=O)Nc3ccccc3C(=O)N(C)C(Cc3ccc(OC)cc3)C(=O)Nc3ccccc3C(=O)N2C)cc1

InChIKey:

                        DQXTZLQDMSSUQT-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C36H36N4O6/c1-39-31(21-23-13-17-25(45-3)18-14-23)33(41)37-30-12-8-6-10-28(30)36(44)40(2)32(22-24-15-19-26(46-4)20-16-24)34(42)38-29-11-7-5-9-27(29)35(39)43/h5-20,31-32H,21-22H2,1-4H3,(H,37,41)(H,38,42)

Calculated Properties

ALogP:

4.661 lipophilicity

TPSA:

117.28 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (4 aromatic)

Chiral Centers:

Fsp³:

0.2222 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002125

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	52.9 ± 0.37 %	10.3390/md23100377 Marine Drugs

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