SCS-C001869
1,6-dihydroxy phenazine
Pathway: Alkaloids
Superclass: Anthranilic acid alkaloids
Class: Phenazine alkaloids
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
Nocardiopsis sp. 13-12-13
(marine-derived Nocardiopsis strain)
Original source name: Nocardiopsis sp. 13-33-15; Nocardiopsis sp. 13-12-13
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Streptosporangiales
Family
Nocardiopsidaceae
Genus
Nocardiopsis
Species
NA
Yongxing Island
· -10 m
· 112°20′E, 16°50′N
DOI:
10.1007/s00253-015-6547-8
· Applied Microbiology and Biotechnology
Nocardiopsis sp. 13-33-15
(marine-derived Nocardiopsis strain)
Original source name: Nocardiopsis sp. 13-33-15; Nocardiopsis sp. 13-12-13
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Streptosporangiales
Family
Nocardiopsidaceae
Genus
Nocardiopsis
Species
NA
Yongxing Island
· -10 m
· 112°20′E, 16°50′N
DOI:
10.1007/s00253-015-6547-8
· Applied Microbiology and Biotechnology
Drug-likeness (Lipinski Ro5)
Molecular Weight
212.2 Da
Threshold ≤ 500
ALogP
2.19
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C12H8N2O2
Molecular Weight:
212.2080 Da
SMILES:
Oc1cccc2nc3c(O)cccc3nc12
InChIKey:
JOXNFMAXWAPITK-UHFFFAOYSA-N
InChI:
InChI=1S/C12H8N2O2/c15-9-5-1-3-7-11(9)14-8-4-2-6-10(16)12(8)13-7/h1-6,15-16H
Calculated Properties
ALogP:
2.194 lipophilicity
TPSA:
66.24 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
0
Ring Count:
3
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.0000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001869
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Anthranilic acid alkaloids
NPClassifier Class:
Phenazine 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 | inhibition_zone | Bacillus mycoides SJ14, Staphylococcus aureus SJ51, Escherichia coli SJ42, Micrococcus luteus SJ47 | 16.0 ± 0.5 mm | 10.1007/s00253-015-6547-8 Applied Microbiology and Biotechnology |