SCS-C001362
Neopetrosin A
Pathway: Alkaloids
Superclass: Tryptophan alkaloids
Class: Simple indole 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
305.3 Da
Threshold ≤ 500
ALogP
-0.14
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H15NO6
Molecular Weight:
305.2860 Da
SMILES:
O=C1O[C@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]2c2[nH]c3ccccc3c21
InChIKey:
KHNCEVYHKQKUDS-HRNXZZBMSA-N
InChI:
InChI=1S/C15H15NO6/c17-5-8-11(18)12(19)14-13(21-8)10-9(15(20)22-14)6-3-1-2-4-7(6)16-10/h1-4,8,11-14,16-19H,5H2/t8-,11-,12+,13-,14+/m1/s1
Calculated Properties
ALogP:
-0.139 lipophilicity
TPSA:
112.01 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
6
Rotatable Bonds:
1
Ring Count:
4
(2 aromatic)
Chiral Centers:
5
Fsp³:
0.4000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001362
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Tryptophan alkaloids
NPClassifier Class:
Simple indole 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 |