SCS-C008111
streptonigrin
Pathway: Alkaloids
Superclass: Nicotinic acid alkaloids
Class: Pyridine 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
Drug-likeness (Lipinski Ro5)
Molecular Weight
506.5 Da
Threshold ≤ 500
ALogP
2.32
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
11
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C25H22N4O8
Molecular Weight:
506.4710 Da
SMILES:
COC1=C(N)C(=O)c2nc(-c3nc(C(=O)O)c(C)c(-c4ccc(OC)c(OC)c4O)c3N)ccc2C1=O
InChIKey:
PVYJZLYGTZKPJE-UHFFFAOYSA-N
InChI:
InChI=1S/C25H22N4O8/c1-9-14(10-6-8-13(35-2)23(36-3)20(10)30)15(26)19(29-17(9)25(33)34)12-7-5-11-18(28-12)22(32)16(27)24(37-4)21(11)31/h5-8,30H,26-27H2,1-4H3,(H,33,34)
Calculated Properties
ALogP:
2.318 lipophilicity
TPSA:
197.18 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
11
Rotatable Bonds:
6
Ring Count:
4
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.1600 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008111
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Nicotinic acid alkaloids
NPClassifier Class:
Pyridine 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 | MIC | Staphylococcus aureus | 0.78 μg/mL | 10.3390/md17030186 Marine Drugs |
| Antibacterial | MIC | methicillin-resistant S. aureus | 0.78 μg/mL | 10.3390/md17030186 Marine Drugs |
| Antibacterial | MIC | Bacillus Calmette-Guérin | 1.25 μg/mL | 10.3390/md17030186 Marine Drugs |