SCS-C003454
urdamycin N8
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 diastaticus
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces diastaticus
Yalong Bay
DOI:
10.3390/md16060185
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
740.8 Da
Threshold ≤ 500
ALogP
3.32
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
14
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C39H48O14
Molecular Weight:
740.7990 Da
SMILES:
CO[C@@H]1C2=C(C(=O)c3ccc([C@H]4C[C@@H](O[C@H]5CC[C@H](O[C@H]6C[C@@H](O)[C@H](O)[C@@H](C)O6)[C@H](C)O5)[C@H](O)[C@@H](C)O4)c(O)c3C2=O)c2c(O)cc(C)cc2[C@H]1OC
InChIKey:
NLGPIAQPPWHQDB-GSXYIDNASA-N
InChI:
InChI=1S/C39H48O14/c1-15-11-21-29(22(40)12-15)31-32(39(48-6)38(21)47-5)37(46)30-20(36(31)45)8-7-19(35(30)44)25-14-26(34(43)18(4)49-25)53-27-10-9-24(16(2)50-27)52-28-13-23(41)33(42)17(3)51-28/h7-8,11-12,16-18,23-28,33-34,38-44H,9-10,13-14H2,1-6H3/t16-,17+,18+,23+,24-,25+,26+,27-,28-,33+,34+,38+,39+/m0/s1
Calculated Properties
ALogP:
3.318 lipophilicity
TPSA:
199.90 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
14
Rotatable Bonds:
7
Ring Count:
7
(2 aromatic)
Chiral Centers:
13
Fsp³:
0.5897 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003454
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
No bioactivity data available for this compound.