SCS-C008135
streptopyrrole D
Pathway: Polyketides
Superclass: Cyclic polyketides
Class: 2-pyrone derivatives
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Streptomyces sp. S1502
(bacterium)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
NA
South China Sea
DOI:
10.3390/md24010051
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
253.7 Da
Threshold ≤ 500
ALogP
2.95
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C12H12ClNO3
Molecular Weight:
253.6850 Da
SMILES:
CCCc1c(O)cc(-c2cc(Cl)c[nH]2)oc1=O
InChIKey:
DPHGYIUQAVKIOY-UHFFFAOYSA-N
InChI:
InChI=1S/C12H12ClNO3/c1-2-3-8-10(15)5-11(17-12(8)16)9-4-7(13)6-14-9/h4-6,14-15H,2-3H2,1H3
Calculated Properties
ALogP:
2.946 lipophilicity
TPSA:
66.23 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
3
Ring Count:
2
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.2500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008135
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
2-pyrone derivatives
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 | methicillin-resistant Staphylococcus aureus (MRSA) | > 64.0 μg/mL | 10.3390/md24010051 Marine Drugs |
| Antitumor | IC50 | tested human cancer cell lines | > 100.0 μM | 10.3390/md24010051 Marine Drugs |