SCS-C008140
1,2-Dichloro-6,8-dihydroxy-7-propyl-9H-pyrrolo[2,1-b][1,3]benzoxazine-9-one
Chemical Structure
![Structure of 1,2-Dichloro-6,8-dihydroxy-7-propyl-9H-pyrrolo[2,1-b][1,3]benzoxazine-9-one](/scsmarinenp/static/images/structures/SCS-C008140.png)
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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
328.2 Da
Threshold ≤ 500
ALogP
3.72
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C14H11Cl2NO4
Molecular Weight:
328.1510 Da
SMILES:
CCCc1c(O)cc2oc3cc(Cl)c(Cl)n3c(=O)c2c1O
InChIKey:
JBMMFRMEXIGBPM-UHFFFAOYSA-N
InChI:
InChI=1S/C14H11Cl2NO4/c1-2-3-6-8(18)5-9-11(12(6)19)14(20)17-10(21-9)4-7(15)13(17)16/h4-5,18-19H,2-3H2,1H3
Calculated Properties
ALogP:
3.716 lipophilicity
TPSA:
75.08 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
2
Ring Count:
3
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.2143 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008140
NPClassifier Pathway:
N/A
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
Glycoside:
No
NPClassifier Status:
No classification
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 | lung cancer cell lines (H1299, SW1573, A549) | 5.43–16.24 μM | 10.3390/md24010051 Marine Drugs |
| Antitumor | cell cycle arrest | SW1573 lung cancer cells | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md24010051 Marine Drugs |
| Antitumor | migration/invasion inhibition | H1299, SW1573 lung cancer cells | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md24010051 Marine Drugs |