SCS-C001186

penochalasin J

Pathway: Alkaloids Superclass: Pseudoalkaloids Class: Cytochalasan alkaloids

Chemical Structure

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Source Information

Penicillium chrysogenum V11 (fungus)

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

Beibu Gulf

DOI: 10.3390/md14100172 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

498.7 Da

Threshold ≤ 500

ALogP

5.87

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C32H38N2O3

Molecular Weight:

498.7000 Da

SMILES:

CC1=C[C@@H]2/C=C/C[C@H](C)/C=C(\C)CC(=O)CCC(=O)[C@]23C(=O)N[C@@H](Cc2c[nH]c4ccccc24)[C@@H]3[C@@H]1C

InChIKey:

                        MYTCOOYZKCVFJE-ZOHYDBOYSA-N
                        
                    

InChI:

InChI=1S/C32H38N2O3/c1-19-8-7-9-24-16-21(3)22(4)30-28(17-23-18-33-27-11-6-5-10-26(23)27)34-31(37)32(24,30)29(36)13-12-25(35)15-20(2)14-19/h5-7,9-11,14,16,18-19,22,24,28,30,33H,8,12-13,15,17H2,1-4H3,(H,34,37)/b9-7+,20-14+/t19-,22+,24-,28-,30-,32+/m0/s1

Calculated Properties

ALogP:

5.874 lipophilicity

TPSA:

79.03 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (2 aromatic)

Chiral Centers:

Fsp³:

0.4688 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001186

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Pseudoalkaloids

NPClassifier Class:

Cytochalasan 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
Antifungal	MIC	Colletotrichum gloeosporioide	25.1 μM	10.3390/md14100172 Marine Drugs

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