SCS-C007585
R-(-)-methyl ester of hanishin
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
Axinella sp.
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Axinellida
Family
Axinellidae
Genus
Axinella
Species
NA
South China Sea
· 16 m
· E108.9937, N18.3240
DOI:
10.1002/cbdv.202200311
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
366.0 Da
Threshold ≤ 500
ALogP
1.86
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C10H10Br2N2O3
Molecular Weight:
366.0090 Da
SMILES:
COC(=O)C[C@@H]1CNC(=O)c2cc(Br)c(Br)n21
InChIKey:
ZCBGZOSHXXZXOS-RXMQYKEDSA-N
InChI:
InChI=1S/C10H10Br2N2O3/c1-17-8(15)2-5-4-13-10(16)7-3-6(11)9(12)14(5)7/h3,5H,2,4H2,1H3,(H,13,16)/t5-/m1/s1
Calculated Properties
ALogP:
1.861 lipophilicity
TPSA:
60.33 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
2
Ring Count:
2
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.4000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007585
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 | cell proliferation | > 100.0 μM | 10.1002/cbdv.202200311 Chemistry & Biodiversity |