SCS-C008195
Al(III)-acremonpeptide D
Pathway: Amino acids and Peptides
Superclass: Oligopeptides
Class: Cyclic peptides | Depsipeptides
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Acremonium persicinum
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Hypocreales
Family
Bionectriaceae
Genus
Verruciconidia
Species
Verruciconidia persicina
South China Sea
DOI:
10.1021/acs.jnatprod.9b00545
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
987.1 Da
Threshold ≤ 500
ALogP
0.61
Threshold ≤ 5
H-Bond Donors
7
Threshold ≤ 5
H-Bond Acceptors
12
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C47H63AlN10O12
Molecular Weight:
987.0610 Da
SMILES:
CC(=O)N([O-])CCC[C@@H]1NC(=O)[C@H](CCCN([O-])C(C)=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CCCN([O-])C(C)=O)NC1=O.[Al+3]
InChIKey:
CKTOPVKNQLRZET-UCTQLVHTSA-N
InChI:
InChI=1S/C47H63N10O12.Al/c1-28(2)24-39-45(64)53-40(25-32-14-7-6-8-15-32)46(65)51-37(19-12-22-56(68)30(4)59)43(62)49-36(18-11-21-55(67)29(3)58)42(61)50-38(20-13-23-57(69)31(5)60)44(63)54-41(47(66)52-39)26-33-27-48-35-17-10-9-16-34(33)35;/h6-10,14-17,27-28,36-41,48H,11-13,18-26H2,1-5H3,(H,49,62)(H,50,61)(H,51,65)(H,52,66)(H,53,64)(H,54,63);/q-3;+3/t36-,37-,38-,39-,40-,41-;/m0./s1
Calculated Properties
ALogP:
0.615 lipophilicity
TPSA:
279.01 Ų polar surface area
H-Bond Donors:
7
H-Bond Acceptors:
12
Rotatable Bonds:
6
Ring Count:
6
(3 aromatic)
Chiral Centers:
6
Fsp³:
0.5106 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008195
NPClassifier Pathway:
Amino acids and Peptides
NPClassifier Superclass:
Oligopeptides
NPClassifier Class:
Cyclic peptides
Depsipeptides
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 |
|---|---|---|---|---|
| Antiviral | EC50 | herpes simplex virus 1 (HSV-1) | 14.0 μM | 10.1021/acs.jnatprod.9b00545 Journal of Natural Products |
| Antiviral | — | HSV-1 UL42 gene | — Structured numeric value is not available in this record; see the primary reference. | 10.1021/acs.jnatprod.9b00545 Journal of Natural Products |
| Antimicrobial | — | Panel of tested bacteria and fungi | 1?5 proved inactive in these assays at concentrations up to 100 μg/mL | 10.1021/acs.jnatprod.9b00545 Journal of Natural Products |