SCS-C001883
3-(phenethylamino)demethyl(oxy)aaptamine
Pathway: Alkaloids
Superclass: Tyrosine alkaloids
Class: Aporphine 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
Yongxing Island
DOI:
10.3390/md12126003
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
331.4 Da
Threshold ≤ 500
ALogP
3.47
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H17N3O2
Molecular Weight:
331.3750 Da
SMILES:
COC1=Cc2ccnc3c(NCCc4ccccc4)cnc(c23)C1=O
InChIKey:
ZIWLGKRCCRFXQK-UHFFFAOYSA-N
InChI:
InChI=1S/C20H17N3O2/c1-25-16-11-14-8-10-22-18-15(12-23-19(17(14)18)20(16)24)21-9-7-13-5-3-2-4-6-13/h2-6,8,10-12,21H,7,9H2,1H3
Calculated Properties
ALogP:
3.468 lipophilicity
TPSA:
64.11 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
5
Rotatable Bonds:
5
Ring Count:
4
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.1500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001883
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Tyrosine alkaloids
NPClassifier Class:
Aporphine 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 |
|---|---|---|---|---|
| Antifungal | MIC | C. albicans | 32.0 μg/mL | 10.3390/md12126003 Marine Drugs |
| Antifungal | MIC | C. parapsilosis | 64.0 μg/mL | 10.3390/md12126003 Marine Drugs |
| Antifungal | MIC | C. neoformans | 32.0 μg/mL | 10.3390/md12126003 Marine Drugs |
| Antifungal | MIC | T. rubrum | 4.0 μg/mL | 10.3390/md12126003 Marine Drugs |
| Antifungal | MIC | M. gypseum | 16.0 μg/mL | 10.3390/md12126003 Marine Drugs |
| Antiviral | inhibition | HIV-1 | 10.0 μM | 10.3390/md12126003 Marine Drugs |