SCS-C007494
vicenistatin
Pathway: Amino acids and Peptides | Polyketides
Superclass: Macrolides
Class: Macrolide lactams
Glycoside
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
Streptomyces parvus SCSIO Mla-L010
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces parvus
South China Sea
DOI:
10.1021/acs.jnatprod.1c01044
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
500.7 Da
Threshold ≤ 500
ALogP
4.98
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C30H48N2O4
Molecular Weight:
500.7240 Da
SMILES:
CN[C@@H]1C(C)O[C@@H](O[C@H]2C/C=C(\C)C/C(C)=C/C=C/CC[C@H](C)CNC(=O)/C=C/C=C/[C@@H]2C)C[C@H]1O
InChIKey:
FINGADBUNZWVLV-JSWMTYKISA-N
InChI:
InChI=1S/C30H48N2O4/c1-21-12-8-7-9-13-23(3)20-32-28(34)15-11-10-14-24(4)27(17-16-22(2)18-21)36-29-19-26(33)30(31-6)25(5)35-29/h7-8,10-12,14-16,23-27,29-31,33H,9,13,17-20H2,1-6H3,(H,32,34)/b8-7+,14-10+,15-11+,21-12+,22-16+/t23-,24-,25?,26+,27-,29-,30+/m0/s1
Calculated Properties
ALogP:
4.979 lipophilicity
TPSA:
79.82 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
3
Ring Count:
2
(0 aromatic)
Chiral Centers:
7
Fsp³:
0.6333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007494
NPClassifier Pathway:
Amino acids and Peptides
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Macrolide lactams
Glycoside:
Yes
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 | panel of Gram-positive pathogens including methicillin-resistant Staphylococcus aureus (MRSA), Bacillus subtilis BS01, Micrococcus luteus ML01, Staphylococcus aureus ATCC29213 | 0.06–4.0 μg/mL | 10.1021/acs.jnatprod.1c01044 Journal of Natural Products |
| Antibacterial | MIC | Helicobacter pylori G27, Helicobacter pylori 159 | 1.0–2.0 μg/mL | 10.1021/acs.jnatprod.1c01044 Journal of Natural Products |
| Antifungal | MIC | Candida albicans ATCC SC5314, Candida albicans C5, Cryptoccus neoformans ATCC 4906 | 1.0–2.0 μg/mL | 10.1021/acs.jnatprod.1c01044 Journal of Natural Products |
| Antitumor | IC50 | MCF7, HepG2, HeLa, A549, RKO, HL-60 cancer cell lines, L-02 normal hepatic cell line, BEAS2B normal bronchial epithelial cell line | — Structured numeric value is not available in this record; see the primary reference. | 10.1021/acs.jnatprod.1c01044 Journal of Natural Products |