SCS-C001418
1
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
Arenibacter nanhaiticus NH36AT
(NA)
Kingdom
Pseudomonadati
Phylum
Bacteroidota
Class
Flavobacteriia
Order
Flavobacteriales
Family
Flavobacteriaceae
Genus
Arenibacter
Species
Arenibacter nanhaiticus
South China Sea
· -36m
· 19.7462°N,111.1032°E
DOI:
10.1038/ja.2013.65
· The Journal of Antibiotics
Drug-likeness (Lipinski Ro5)
Molecular Weight
379.2 Da
Threshold ≤ 500
ALogP
1.35
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C22H25N3O3
Molecular Weight:
379.1947 Da
SMILES:
O=C(CCC1NC(=O)C(Cc2ccccc2)NC1=O)NCCc1ccccc1
InChIKey:
ACRMQDRJTPBCSL-UHFFFAOYSA-N
InChI:
InChI=1S/C22H25N3O3/c26-20(23-14-13-16-7-3-1-4-8-16)12-11-18-21(27)25-19(22(28)24-18)15-17-9-5-2-6-10-17/h1-10,18-19H,11-15H2,(H,23,26)(H,24,28)(H,25,27)
Calculated Properties
ALogP:
1.351 lipophilicity
TPSA:
87.30 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
3
Rotatable Bonds:
8
Ring Count:
3
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.3182 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001418
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
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 |
|---|---|---|---|---|
| Antibacterial | — | Staphylococcus aureus,Bacillus subtilis | >1.00 mg/mL | 10.1038/ja.2013.65 The Journal of Antibiotics |