SCS-C000314

asperheptatide A

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

Chemical Structure

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Download: SDF SMILES

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: 10.1021/acs.jnatprod.0c00804 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

762.9 Da

Threshold ≤ 500

ALogP

-1.71

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:

C38H50N8O9

Molecular Weight:

762.9000 Da

SMILES:

CC(C)[C@H]1NC(=O)CNC(=O)[C@H](CO)NC(=O)[C@@H](Cc2c[nH]c3ccccc23)NC(=O)[C@@H](CO)NC(=O)[C@@H](C(C)C)NC(=O)[C@H](Cc2ccccc2)NC1=O

InChIKey:

                        OTHRVVNXIRAUFY-XVZVKMBVSA-N
                        
                    

InChI:

InChI=1S/C38H50N8O9/c1-20(2)31-37(54)42-26(14-22-10-6-5-7-11-22)35(52)46-32(21(3)4)38(55)44-29(19-48)36(53)41-27(15-23-16-39-25-13-9-8-12-24(23)25)34(51)43-28(18-47)33(50)40-17-30(49)45-31/h5-13,16,20-21,26-29,31-32,39,47-48H,14-15,17-19H2,1-4H3,(H,40,50)(H,41,53)(H,42,54)(H,43,51)(H,44,55)(H,45,49)(H,46,52)/t26-,27+,28-,29+,31+,32+/m0/s1

Calculated Properties

ALogP:

-1.712 lipophilicity

TPSA:

259.95 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (3 aromatic)

Chiral Centers:

Fsp³:

0.4474 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000314

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	—	various cancer cells	— Structured numeric value is not available in this record; see the primary reference.	10.1021/acs.jnatprod.0c00804 Journal of Natural Products

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