SCS-C000315

asperheptatide B

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

744.9 Da

Threshold ≤ 500

ALogP

0.73

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:

C39H52N8O7

Molecular Weight:

744.9000 Da

SMILES:

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

InChIKey:

                        UEVXNXOHTBRVLY-ZDKQAVMDSA-N
                        
                    

InChI:

InChI=1S/C39H52N8O7/c1-20(2)31-38(53)43-23(6)34(49)44-30(18-26-19-40-28-16-12-11-15-27(26)28)36(51)42-22(5)33(48)41-24(7)35(50)46-32(21(3)4)39(54)45-29(37(52)47-31)17-25-13-9-8-10-14-25/h8-16,19-24,29-32,40H,17-18H2,1-7H3,(H,41,48)(H,42,51)(H,43,53)(H,44,49)(H,45,54)(H,46,50)(H,47,52)/t22-,23+,24+,29-,30+,31+,32+/m0/s1

Calculated Properties

ALogP:

0.732 lipophilicity

TPSA:

219.49 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (3 aromatic)

Chiral Centers:

Fsp³:

0.4615 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000315

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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