SCS-C008125
cyclo-(L-phenylalanyl-L-alanine)
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids | Small peptides
Class: 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
Penicillium sp. SCSIO 41429
(soft coral-derived fungus)
Original source name: Penicillium sp. SCSIO 41429 | Penicillium sp.
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
South China Sea
· 21.235° N, 110.451° E
DOI:
10.3390/md22090393
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
218.3 Da
Threshold ≤ 500
ALogP
0.23
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C12H14N2O2
Molecular Weight:
218.2560 Da
SMILES:
C[C@H]1NC(=O)[C@@H](Cc2ccccc2)NC1=O
InChIKey:
CNXWPOWVDIUTPS-PSASIEDQSA-N
InChI:
InChI=1S/C12H14N2O2/c1-8-11(15)14-10(12(16)13-8)7-9-5-3-2-4-6-9/h2-6,8,10H,7H2,1H3,(H,13,16)(H,14,15)/t8-,10-/m1/s1
Calculated Properties
ALogP:
0.232 lipophilicity
TPSA:
58.20 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
2
Rotatable Bonds:
2
Ring Count:
2
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.3333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008125
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
Small peptides
NPClassifier Class:
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.