SCS-C007882
3-(N-4-Ethylbutanoate)aminodemethyl(oxy)aaptamine
Pathway: Alkaloids
Superclass: Nicotinic acid alkaloids
Class: Pyridine 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
Aaptos aaptos
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Suberitida
Family
Suberitidae
Genus
Aaptos
Species
Aaptos aaptos
South China Sea
DOI:
10.1021/np500583z
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
341.4 Da
Threshold ≤ 500
ALogP
2.57
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C18H19N3O4
Molecular Weight:
341.3670 Da
SMILES:
CCOC(=O)CCCNc1cnc2c3c(ccnc13)C=C(OC)C2=O
InChIKey:
ULHTVRUEYBQSGW-UHFFFAOYSA-N
InChI:
InChI=1S/C18H19N3O4/c1-3-25-14(22)5-4-7-19-12-10-21-17-15-11(6-8-20-16(12)15)9-13(24-2)18(17)23/h6,8-10,19H,3-5,7H2,1-2H3
Calculated Properties
ALogP:
2.569 lipophilicity
TPSA:
90.41 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
7
Rotatable Bonds:
7
Ring Count:
3
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.3333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007882
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Nicotinic acid alkaloids
NPClassifier Class:
Pyridine 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 | HL60, K562, MCF-7, KB, HepG2, HT-29 cells | > 10.0 μg/mL | 10.1021/np500583z Journal of Natural Products |