SCS-C001365
Neopetrosin D
Pathway: Alkaloids
Superclass: Tryptophan alkaloids
Class: Carboline 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
Neopetrosia chaliniformis
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Haplosclerida
Family
Petrosiidae
Genus
Neopetrosia
Species
Neopetrosia chaliniformis
Xisha Islands
DOI:
10.1021/acs.jnatprod.2c00292
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
336.3 Da
Threshold ≤ 500
ALogP
-1.18
Threshold ≤ 5
H-Bond Donors
6
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
1 violation (HBD) — borderline drug-like
Chemical Properties
Molecular Formula:
C16H20N2O6
Molecular Weight:
336.3440 Da
SMILES:
NCC(=O)c1c([C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[nH]c2ccccc12
InChIKey:
IXZYCJQTRNTLRS-QPHLWMPCSA-N
InChI:
InChI=1S/C16H20N2O6/c17-5-9(20)11-7-3-1-2-4-8(7)18-12(11)16-15(23)14(22)13(21)10(6-19)24-16/h1-4,10,13-16,18-19,21-23H,5-6,17H2/t10-,13-,14+,15+,16-/m1/s1
Calculated Properties
ALogP:
-1.176 lipophilicity
TPSA:
149.03 Ų polar surface area
H-Bond Donors:
6
H-Bond Acceptors:
7
Rotatable Bonds:
4
Ring Count:
3
(2 aromatic)
Chiral Centers:
5
Fsp³:
0.4375 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001365
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Tryptophan alkaloids
NPClassifier Class:
Carboline 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 |
|---|---|---|---|---|
| Antifibrotic / Organ protection | — | zebrafish liver | 20.0 μM | 10.1021/acs.jnatprod.2c00292 Journal of Natural Products |