SCS-C004714
cyclo-(Phe-Pro-Tyr-Gly)
Pathway: Amino acids and Peptides
Superclass: Oligopeptides | Peptide alkaloids | Small peptides
Class: Cyclic peptides | Dipeptides | Simple diketopiperazine alkaloids
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
Alternaria sp.
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Pleosporaceae
Genus
Alternaria
Species
NA
South China Sea
DOI:
10.1038/ja.2014.27
· The Journal of Antibiotics
Drug-likeness (Lipinski Ro5)
Molecular Weight
464.5 Da
Threshold ≤ 500
ALogP
0.27
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:
C25H28N4O5
Molecular Weight:
464.5220 Da
SMILES:
O=C1CNC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@@H]2CCCN2C(=O)[C@H](Cc2ccccc2)N1
InChIKey:
MXGWKSJFLJKMIV-ACRUOGEOSA-N
InChI:
InChI=1S/C25H28N4O5/c30-18-10-8-17(9-11-18)13-19-23(32)26-15-22(31)27-20(14-16-5-2-1-3-6-16)25(34)29-12-4-7-21(29)24(33)28-19/h1-3,5-6,8-11,19-21,30H,4,7,12-15H2,(H,26,32)(H,27,31)(H,28,33)/t19-,20-,21-/m0/s1
Calculated Properties
ALogP:
0.268 lipophilicity
TPSA:
127.84 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
5
Rotatable Bonds:
4
Ring Count:
4
(2 aromatic)
Chiral Centers:
3
Fsp³:
0.3600 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004714
NPClassifier Pathway:
Amino acids and Peptides
NPClassifier Superclass:
Oligopeptides
Peptide alkaloids
Small peptides
NPClassifier Class:
Cyclic peptides
Dipeptides
Simple diketopiperazine alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.