SCS-C005955
naamidine H
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
Pericharax heteroraphis
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Calcarea
Order
Clathrinida
Family
Leucettidae
Genus
Pericharax
Species
Pericharax heteroraphis
Xisha Islands
· 12 m
· 16°55′32″ N, 112°20′32″ E
DOI:
10.3390/molecules21020150
· Molecules
Drug-likeness (Lipinski Ro5)
Molecular Weight
493.5 Da
Threshold ≤ 500
ALogP
2.74
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C25H27N5O6
Molecular Weight:
493.5200 Da
SMILES:
COc1ccc(Cc2nc(NC3=NC(=O)N(C)C3=O)n(C)c2Cc2ccc(OC)c(O)c2OC)cc1
InChIKey:
JHVANRJEVGJUAH-UHFFFAOYSA-N
InChI:
InChI=1S/C25H27N5O6/c1-29-18(13-15-8-11-19(35-4)20(31)21(15)36-5)17(12-14-6-9-16(34-3)10-7-14)26-24(29)27-22-23(32)30(2)25(33)28-22/h6-11,31H,12-13H2,1-5H3,(H,26,27,28,33)
Calculated Properties
ALogP:
2.736 lipophilicity
TPSA:
127.51 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
9
Rotatable Bonds:
8
Ring Count:
4
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.2800 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005955
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 | K562 human leukemia cell line | 9.4 μM | 10.3390/molecules21020150 Molecules |
| Antitumor | IC50 | HeLa human cervical carcinoma cell line | 21.4 μM | 10.3390/molecules21020150 Molecules |
| Antitumor | IC50 | A549 human lung adenocarcinoma cell line | 22.4 μM | 10.3390/molecules21020150 Molecules |