SCS-C006005
K-41A
Pathway: Polyketides
Superclass: Polyethers
Class: Polyether ionophores
Glycoside
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
Streptomyces sp.
(bacterium)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
NA
South China Sea
DOI:
10.5114/aoms.2020.98038
· Archives of Medical Science
Drug-likeness (Lipinski Ro5)
Molecular Weight
947.2 Da
Threshold ≤ 500
ALogP
3.94
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
17
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C48H82O18
Molecular Weight:
947.1660 Da
SMILES:
CO[C@H]1CC[C@H](O[C@H]2[C@H](C)[C@@H]([C@H]3CC[C@H]([C@@H]4CC[C@H]([C@@]5(C)O[C@]6(O[C@H](C[C@@H]7O[C@](O)([C@@H](O)C(=O)O)[C@@H](C)[C@H](OC)[C@@]7(C)OC)C[C@@H](OC)[C@H]6C)[C@H](C)[C@H]5OC)O4)O3)O[C@](C)(O)[C@@H]2C)O[C@@H]1C
InChIKey:
QFHLVPYVNFSTBE-SMAIMEEGSA-N
InChI:
InChI=1S/C48H82O18/c1-23-38(62-37-20-18-30(54-10)28(6)59-37)25(3)46(9,52)65-39(23)33-16-15-31(60-33)32-17-19-35(61-32)45(8)42(57-13)27(5)48(66-45)24(2)34(55-11)21-29(63-48)22-36-44(7,58-14)41(56-12)26(4)47(53,64-36)40(49)43(50)51/h23-42,49,52-53H,15-22H2,1-14H3,(H,50,51)/t23-,24+,25+,26-,27+,28+,29-,30-,31+,32-,33+,34+,35+,36-,37-,38-,39-,40-,41-,42+,44-,45+,46-,47-,48-/m0/s1
Calculated Properties
ALogP:
3.942 lipophilicity
TPSA:
217.98 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
17
Rotatable Bonds:
14
Ring Count:
7
(0 aromatic)
Chiral Centers:
25
Fsp³:
0.9792 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006005
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Polyethers
NPClassifier Class:
Polyether ionophores
Glycoside:
Yes
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 |
|---|---|---|---|---|
| Antiviral | inhibition of HIV-1 replication | HIV-1 IIIB | 0.75 μM | 10.5114/aoms.2020.98038 Archives of Medical Science |
| Antiviral | inhibition of HIV-1 replication | HIV-1 IIIB | 0.09 μM | 10.5114/aoms.2020.98038 Archives of Medical Science |
| Antiviral | inhibition of HIV-1 replication | HIV-1 BaL | 0.13 μM | 10.5114/aoms.2020.98038 Archives of Medical Science |
| Antiviral | enzymatic inhibition | HIV-1 reverse transcriptase | 4.48 μg/ml | 10.5114/aoms.2020.98038 Archives of Medical Science |
| Antiviral | enzymatic inhibition | HIV-1 integrase | 11.14 μg/ml | 10.5114/aoms.2020.98038 Archives of Medical Science |