SCS-C003564
aspergillipeptide C
Pathway: Amino acids and Peptides | Polyketides
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
Aspergillus sp.
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
Sanya
DOI:
10.1016/j.tet.2013.01.021
· Tetrahedron
Drug-likeness (Lipinski Ro5)
Molecular Weight
532.6 Da
Threshold ≤ 500
ALogP
0.33
Threshold ≤ 5
H-Bond Donors
6
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
2 violations (MW, HBD) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C26H36N4O8
Molecular Weight:
532.5940 Da
SMILES:
CC(C)C[C@@H]1NC(=O)[C@@H](NC(=O)/C=C/c2ccc(O)c(O)c2)[C@@H](C)OC(=O)[C@@H](C)CNC(=O)[C@@H](C)NC1=O
InChIKey:
PMCMQSNCIDXCCR-BLQOMBMGSA-N
InChI:
InChI=1S/C26H36N4O8/c1-13(2)10-18-24(35)28-15(4)23(34)27-12-14(3)26(37)38-16(5)22(25(36)29-18)30-21(33)9-7-17-6-8-19(31)20(32)11-17/h6-9,11,13-16,18,22,31-32H,10,12H2,1-5H3,(H,27,34)(H,28,35)(H,29,36)(H,30,33)/b9-7+/t14-,15+,16+,18-,22-/m0/s1
Calculated Properties
ALogP:
0.329 lipophilicity
TPSA:
183.16 Ų polar surface area
H-Bond Donors:
6
H-Bond Acceptors:
8
Rotatable Bonds:
5
Ring Count:
2
(1 aromatic)
Chiral Centers:
5
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003564
NPClassifier Pathway:
Amino acids and Peptides
Polyketides
NPClassifier Superclass:
Oligopeptides
NPClassifier Class:
Cyclic peptides
Depsipeptides
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.