SCS-C000324

aspersymmetide A

Pathway: Amino acids and Peptides Superclass: Oligopeptides Class: Cyclic peptides

Chemical Structure

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Source Information

Aspergillus versicolor (coral-associated fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species Aspergillus versicolor

South China Sea

DOI: 10.3390/md15110363 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

726.8 Da

Threshold ≤ 500

ALogP

3.94

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C42H42N6O6

Molecular Weight:

726.8000 Da

SMILES:

O=C1N[C@@H](Cc2ccccc2)C(=O)N2CCC[C@H]2C(=O)Nc2ccccc2C(=O)N[C@@H](Cc2ccccc2)C(=O)N2CCC[C@H]2C(=O)Nc2ccccc21

InChIKey:

                        WBBCRPVEXYAHTH-ZYADHFCISA-N
                        
                    

InChI:

InChI=1S/C42H42N6O6/c49-37-29-17-7-9-19-31(29)43-40(52)36-22-12-24-48(36)42(54)34(26-28-15-5-2-6-16-28)46-38(50)30-18-8-10-20-32(30)44-39(51)35-21-11-23-47(35)41(53)33(45-37)25-27-13-3-1-4-14-27/h1-10,13-20,33-36H,11-12,21-26H2,(H,43,52)(H,44,51)(H,45,49)(H,46,50)/t33-,34-,35-,36-/m0/s1

Calculated Properties

ALogP:

3.942 lipophilicity

TPSA:

157.02 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (4 aromatic)

Chiral Centers:

Fsp³:

0.2857 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000324

NPClassifier Pathway:

Amino acids and Peptides

NPClassifier Superclass:

Oligopeptides

NPClassifier Class:

Cyclic peptides

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	inhibition_percent	NCI-H292, A431 cancer cells	53.8 %	10.3390/md15110363 Marine Drugs

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