SCS-C006094
P-1894B
Pathway: Polyketides
Superclass: Polycyclic aromatic polyketides
Class: Angucyclines
Glycoside
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
Streptomyces lusitanus
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces lusitanus
South China Sea
· deep-sea
DOI:
10.3390/md22010032
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
935.0 Da
Threshold ≤ 500
ALogP
3.39
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
18
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C49H58O18
Molecular Weight:
934.9850 Da
SMILES:
CC1OC(OC2CCC(OC3C(O)CC(c4ccc5c(c4O)C(=O)C4=C(C5=O)[C@@]5(O)C(=O)C[C@](C)(OC6CCC(OC7C=CC(=O)C(C)O7)C(C)O6)C[C@@]5(O)C=C4)OC3C)OC2C)C=CC1=O
InChIKey:
YHSTYYHRDFATAQ-FGOVZGECSA-N
InChI:
InChI=1S/C49H58O18/c1-22-30(50)9-13-37(60-22)64-33-11-15-39(62-24(33)3)66-46-26(5)59-35(19-32(46)52)27-7-8-28-41(43(27)54)44(55)29-17-18-48(57)21-47(6,20-36(53)49(48,58)42(29)45(28)56)67-40-16-12-34(25(4)63-40)65-38-14-10-31(51)23(2)61-38/h7-10,13-14,17-18,22-26,32-35,37-40,46,52,54,57-58H,11-12,15-16,19-21H2,1-6H3/t22?,23?,24?,25?,26?,32?,33?,34?,35?,37?,38?,39?,40?,46?,47-,48-,49-/m0/s1
Calculated Properties
ALogP:
3.395 lipophilicity
TPSA:
249.34 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
18
Rotatable Bonds:
9
Ring Count:
9
(1 aromatic)
Chiral Centers:
17
Fsp³:
0.6122 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006094
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Polycyclic aromatic polyketides
NPClassifier Class:
Angucyclines
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 |
|---|---|---|---|---|
| Antitumor | — | Jurkat T cells | 11.0 nM | 10.3390/md22010032 Marine Drugs |
| Antitumor | — | Sarcoma 180 solid tumors | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md22010032 Marine Drugs |