SCS-C004606
marangucycline A
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 sp.
(bacterium)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
NA
South China Sea
DOI:
10.3390/md13031304
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
548.6 Da
Threshold ≤ 500
ALogP
3.82
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C31H32O9
Molecular Weight:
548.5880 Da
SMILES:
Cc1cc(O)c2c3c(ccc2c1)C(=O)c1c(ccc([C@H]2C[C@@H](O)[C@H](O[C@H]4CC[C@@H](O)[C@H](C)O4)[C@@H](C)O2)c1O)C3=O
InChIKey:
CXZQLGBHGHBRAY-ZBSGZEFESA-N
InChI:
InChI=1S/C31H32O9/c1-13-10-16-4-5-18-26(25(16)21(33)11-13)29(36)19-7-6-17(28(35)27(19)30(18)37)23-12-22(34)31(15(3)38-23)40-24-9-8-20(32)14(2)39-24/h4-7,10-11,14-15,20,22-24,31-35H,8-9,12H2,1-3H3/t14-,15+,20+,22+,23+,24-,31+/m0/s1
Calculated Properties
ALogP:
3.817 lipophilicity
TPSA:
142.75 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
9
Rotatable Bonds:
3
Ring Count:
6
(3 aromatic)
Chiral Centers:
7
Fsp³:
0.4194 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004606
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.