SCS-C006860
aspergillipeptide I
Pathway: Amino acids and Peptides
Superclass: Small peptides
Class: Tripeptides
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
Aspergillus sp. SCSIO 41501
(coral-derived fungus)
Original source name: Aspergillus sp. SCSIO 41501 (Trichocomaceae), isolated from Melitodes squamata Nutting (Melithaidae)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
Offshore Hainan Island
· ~18°11'N, 109°25'E
DOI:
10.1016/j.phytochem.2021.112967
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
607.7 Da
Threshold ≤ 500
ALogP
2.01
Threshold ≤ 5
H-Bond Donors
7
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
2 violations (MW, HBD) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C32H41N5O7
Molecular Weight:
607.7080 Da
SMILES:
CC(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)NC(Cc1c[nH]c2ccccc12)C(=O)N[C@H](C(=O)N[C@@H](C(=O)O)C(C)C)C(C)C
InChIKey:
KGTFYMSLTCQTNZ-KCCLQJLHSA-N
InChI:
InChI=1S/C32H41N5O7/c1-17(2)27(31(42)37-28(18(3)4)32(43)44)36-30(41)26(15-21-16-33-24-9-7-6-8-23(21)24)35-29(40)25(34-19(5)38)14-20-10-12-22(39)13-11-20/h6-13,16-18,25-28,33,39H,14-15H2,1-5H3,(H,34,38)(H,35,40)(H,36,41)(H,37,42)(H,43,44)/t25-,26?,27-,28+/m0/s1
Calculated Properties
ALogP:
2.014 lipophilicity
TPSA:
189.72 Ų polar surface area
H-Bond Donors:
7
H-Bond Acceptors:
6
Rotatable Bonds:
14
Ring Count:
3
(3 aromatic)
Chiral Centers:
4
Fsp³:
0.4062 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006860
NPClassifier Pathway:
Amino acids and Peptides
NPClassifier Superclass:
Small peptides
NPClassifier Class:
Tripeptides
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 |
|---|---|---|---|---|
| Antifungal | disc diffusion assay | Curvularia australiensis; Fusarium oxysporum | linear peptides 4–7 didn’t show obvious antifungal activity. | 10.1016/j.phytochem.2021.112967 Phytochemistry |