SCS-C006521
avellanin 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 fumigatus
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus fumigatus
South China Sea
DOI:
10.3390/md22060275
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
561.7 Da
Threshold ≤ 500
ALogP
2.35
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C31H39N5O5
Molecular Weight:
561.6830 Da
SMILES:
CCC(C)[C@@H]1NC(=O)[C@@H](C)NC(=O)[C@@H](Cc2ccccc2)N(C)C(=O)[C@@H]2CCCN2C(=O)c2ccccc2NC1=O
InChIKey:
YTLVJHJIRIHWGD-YLMJERMXSA-N
InChI:
InChI=1S/C31H39N5O5/c1-5-19(2)26-29(39)33-23-15-10-9-14-22(23)30(40)36-17-11-16-24(36)31(41)35(4)25(18-21-12-7-6-8-13-21)28(38)32-20(3)27(37)34-26/h6-10,12-15,19-20,24-26H,5,11,16-18H2,1-4H3,(H,32,38)(H,33,39)(H,34,37)/t19?,20-,24+,25-,26+/m1/s1
Calculated Properties
ALogP:
2.349 lipophilicity
TPSA:
127.92 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
4
Ring Count:
4
(2 aromatic)
Chiral Centers:
5
Fsp³:
0.4516 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006521
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.