SCS-C007122
subergorgine B
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Quadrane sesquiterpenoids
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Subergorgia suberosa
(gorgonian)
Original source name: Subergorgia suberosa (S. suberosa)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Subergorgiidae
Genus
Subergorgia
Species
Subergorgia suberosa
South China Sea
· 12 m
DOI:
10.1016/j.bioorg.2022.106040
· Bioorganic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
354.5 Da
Threshold ≤ 500
ALogP
2.79
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:
C20H26N4O2
Molecular Weight:
354.4540 Da
SMILES:
C[C@@H]1CC[C@@H]2[C@H]3CC(=O)[C@@H](Cn4cnc5c(=O)[nH]cnc54)[C@]13CC2(C)C
InChIKey:
MSDTWLQHXRKARH-OQWWIKKGSA-N
InChI:
InChI=1S/C20H26N4O2/c1-11-4-5-12-13-6-15(25)14(20(11,13)8-19(12,2)3)7-24-10-23-16-17(24)21-9-22-18(16)26/h9-14H,4-8H2,1-3H3,(H,21,22,26)/t11-,12-,13-,14-,20-/m1/s1
Calculated Properties
ALogP:
2.787 lipophilicity
TPSA:
80.64 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
5
Rotatable Bonds:
2
Ring Count:
5
(2 aromatic)
Chiral Centers:
5
Fsp³:
0.7000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007122
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Quadrane sesquiterpenoids
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 | HL-60 human promyelocytic leukemia cell line | 2 and 4 exhibited selective inhibitory activities on HL-60 | 10.1016/j.bioorg.2022.106040 Bioorganic Chemistry |