SCS-C001556
Cyclo(L-Pro-L-Phe)
Pathway: Amino acids and Peptides
Superclass: Small peptides
Class: Dipeptides
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
Agrococcus sp. SCSIO 52902
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Micrococcales
Family
Microbacteriaceae
Genus
Agrococcus
Species
NA
South China Sea
· -2061m
DOI:
10.3390/md20070431
· Marine Drugs
Aspergillus terreus
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus terreus
South China Sea
DOI:
10.1021/acs.jafc.4c02769
· Journal of Agricultural and Food Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
244.3 Da
Threshold ≤ 500
ALogP
0.72
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C14H16N2O2
Molecular Weight:
244.2940 Da
SMILES:
O=C1N[C@@H](Cc2ccccc2)C(=O)N2CCC[C@@H]12
InChIKey:
QZBUWPVZSXDWSB-RYUDHWBXSA-N
InChI:
InChI=1S/C14H16N2O2/c17-13-12-7-4-8-16(12)14(18)11(15-13)9-10-5-2-1-3-6-10/h1-3,5-6,11-12H,4,7-9H2,(H,15,17)/t11-,12-/m0/s1
Calculated Properties
ALogP:
0.719 lipophilicity
TPSA:
49.41 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
2
Ring Count:
3
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.4286 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001556
NPClassifier Pathway:
Amino acids and Peptides
NPClassifier Superclass:
Small peptides
NPClassifier Class:
Dipeptides
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Antitumor | — | A-549; HL-60; HCT-116 cells | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md20070431 Marine Drugs |
| Antibacterial | MIC | Xanthomonas citri subsp. citri | 0.625 mg/mL | 10.1021/acs.jafc.4c02769 Journal of Agricultural and Food Chemistry |
| Antibacterial | — | B. subtilis; B. thuringiensis; S. aureus; E. coli | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md20070431 Marine Drugs |