SCS-C003728
asperterrestide A
Pathway: Amino acids and Peptides
Superclass: Oligopeptides
Class: Cyclic peptides
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 terreus
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus terreus
Sanya
DOI:
10.1021/np300897v
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
480.6 Da
Threshold ≤ 500
ALogP
1.85
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C26H32N4O5
Molecular Weight:
480.5650 Da
SMILES:
CCC(C)[C@H]1NC(=O)[C@@H](C)NC(=O)c2ccccc2NC(=O)[C@@H]([C@@H](O)c2ccccc2)N(C)C1=O
InChIKey:
AQBNNSWAQPPMPF-QZPRSPPASA-N
InChI:
InChI=1S/C26H32N4O5/c1-5-15(2)20-26(35)30(4)21(22(31)17-11-7-6-8-12-17)25(34)28-19-14-10-9-13-18(19)24(33)27-16(3)23(32)29-20/h6-16,20-22,31H,5H2,1-4H3,(H,27,33)(H,28,34)(H,29,32)/t15?,16-,20-,21-,22+/m1/s1
Calculated Properties
ALogP:
1.849 lipophilicity
TPSA:
127.84 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
5
Rotatable Bonds:
4
Ring Count:
3
(2 aromatic)
Chiral Centers:
5
Fsp³:
0.3846 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003728
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
No bioactivity data available for this compound.