SCS-C000336

asperpeptide A

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

Chemical Structure

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Source Information

Aspergillus sp. (coral-derived fungus)

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

South China Sea

DOI: 10.1021/np5001686 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

537.6 Da

Threshold ≤ 500

ALogP

0.39

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, HBD) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C27H31N5O7

Molecular Weight:

537.6000 Da

SMILES:

C[C@@H]1NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)c2cc(O)ccc2NC(=O)[C@@H]2CCCN2C(=O)[C@H](C)NC1=O

InChIKey:

                        OZUSOFRSIVJVID-KDIGXEEGSA-N
                        
                    

InChI:

InChI=1S/C27H31N5O7/c1-14-23(35)29-15(2)27(39)32-11-3-4-22(32)26(38)30-20-10-9-18(34)13-19(20)24(36)31-21(25(37)28-14)12-16-5-7-17(33)8-6-16/h5-10,13-15,21-22,33-34H,3-4,11-12H2,1-2H3,(H,28,37)(H,29,35)(H,30,38)(H,31,36)/t14-,15-,21-,22-/m0/s1

Calculated Properties

ALogP:

0.391 lipophilicity

TPSA:

177.17 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.3704 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000336

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
Antibacterial	MIC	Bacillus cereus, Staphylococcus epidermidis	12.5 μM	10.1021/np5001686 Journal of Natural Products

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