SCS-C000316
asperheptatide C
Pathway: Amino acids and Peptides
Superclass: Oligopeptides
Class: Cyclic peptides
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
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
897.1 Da
Threshold ≤ 500
ALogP
1.66
Threshold ≤ 5
H-Bond Donors
9
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
2 violations (MW, HBD) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C47H60N8O8S
Molecular Weight:
897.1000 Da
SMILES:
CSCCC1NC(=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)C(Cc2ccccc2)NC1=O
InChIKey:
NVDIKZQQYWQGNK-UHFFFAOYSA-N
InChI:
InChI=1S/C47H60N8O8S/c1-27(2)39-46(62)52-36(23-30-16-10-7-11-17-30)44(60)55-40(28(3)4)47(63)53-38(26-56)45(61)51-37(24-31-25-48-33-19-13-12-18-32(31)33)42(58)49-34(20-21-64-5)41(57)50-35(43(59)54-39)22-29-14-8-6-9-15-29/h6-19,25,27-28,34-40,48,56H,20-24,26H2,1-5H3,(H,49,58)(H,50,57)(H,51,61)(H,52,62)(H,53,63)(H,54,59)(H,55,60)
Calculated Properties
ALogP:
1.660 lipophilicity
TPSA:
239.72 Ų polar surface area
H-Bond Donors:
9
H-Bond Acceptors:
9
Rotatable Bonds:
12
Ring Count:
5
(4 aromatic)
Chiral Centers:
7
Fsp³:
0.4255 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000316
NPClassifier Pathway:
Amino acids and Peptides
NPClassifier Superclass:
Oligopeptides
NPClassifier Class:
Cyclic peptides
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
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 |