SCS-C000317

asperheptatide D

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

Drug-likeness (Lipinski Ro5)

Molecular Weight

746.9 Da

Threshold ≤ 500

ALogP

-0.68

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:

C38H50N8O8

Molecular Weight:

746.9000 Da

SMILES:

CC1NC(=O)C(Cc2c[nH]c3ccccc23)NC(=O)C(CO)NC(=O)C(C(C)C)NC(=O)C(Cc2ccccc2)NC(=O)C(C(C)C)NC(=O)CNC1=O

InChIKey:

                        XGGDZVJFYISGBZ-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C38H50N8O8/c1-20(2)31-37(53)43-27(15-23-11-7-6-8-12-23)35(51)46-32(21(3)4)38(54)44-29(19-47)36(52)42-28(16-24-17-39-26-14-10-9-13-25(24)26)34(50)41-22(5)33(49)40-18-30(48)45-31/h6-14,17,20-22,27-29,31-32,39,47H,15-16,18-19H2,1-5H3,(H,40,49)(H,41,50)(H,42,52)(H,43,53)(H,44,54)(H,45,48)(H,46,51)

Calculated Properties

ALogP:

-0.684 lipophilicity

TPSA:

239.72 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-C000317

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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