SCS-C007348
Bis(naamidine J)zinc
Pathway: Alkaloids
Superclass: Histidine alkaloids
Class: Imidazole 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
Leucetta chagosensis
(calcareous marine sponge)
Kingdom
Metazoa
Phylum
Porifera
Class
Calcarea
Order
Clathrinida
Family
Leucettidae
Genus
Leucetta
Species
Leucetta chagosensis
South China Sea
DOI:
10.1021/acs.jnatprod.7b01006
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
1018.4 Da
Threshold ≤ 500
ALogP
7.24
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
14
Threshold ≤ 10
3 violations (MW, ALogP, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C50H52N10O10Zn
Molecular Weight:
1018.4160 Da
SMILES:
COc1ccc(Cc2nc([N-]C3=NC(=O)N(C)C3=O)n(C)c2Cc2ccc(OC)c(OC)c2)cc1.COc1ccc(Cc2nc([N-]C3=NC(=O)N(C)C3=O)n(C)c2Cc2ccc(OC)c(OC)c2)cc1.[Zn+2]
InChIKey:
MBOZQQPEWWQDGK-UHFFFAOYSA-L
InChI:
InChI=1S/2C25H27N5O5.Zn/c2*1-29-19(13-16-8-11-20(34-4)21(14-16)35-5)18(12-15-6-9-17(33-3)10-7-15)26-24(29)27-22-23(31)30(2)25(32)28-22;/h2*6-11,14H,12-13H2,1-5H3,(H,26,27,28,32);/q;;+2/p-2
Calculated Properties
ALogP:
7.244 lipophilicity
TPSA:
218.70 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
14
Rotatable Bonds:
16
Ring Count:
8
(6 aromatic)
Chiral Centers:
0
Fsp³:
0.2800 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007348
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Histidine alkaloids
NPClassifier Class:
Imidazole 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 |
|---|---|---|---|---|
| Antitumor | IC50 | A549, PC9, MCF-7 human cancer cell lines | > 20.0 μM | 10.1021/acs.jnatprod.7b01006 Journal of Natural Products |