SCS-C004449
grincamycin E
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
DOI:
10.1021/np2008335
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
921.0 Da
Threshold ≤ 500
ALogP
5.38
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
17
Threshold ≤ 10
3 violations (MW, ALogP, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C49H60O17
Molecular Weight:
921.0020 Da
SMILES:
C[C@@H]1O[C@@H](O[C@H]2CC[C@H](O[C@H]3[C@H](O)C[C@H](c4ccc5c(c4O)C(=O)c4cc6c(c(O)c4C5=O)C[C@@](C)(O[C@H]4CC[C@H](O[C@H]5CCC(=O)[C@H](C)O5)[C@H](C)O4)CC6=O)O[C@@H]3C)O[C@H]2C)CCC1=O
InChIKey:
PODCUTRKQPEUAQ-YVFZMJNESA-N
InChI:
InChI=1S/C49H60O17/c1-21-31(50)9-13-38(59-21)63-35-11-15-40(61-23(35)3)65-48-25(5)58-37(18-33(48)52)26-7-8-27-42(44(26)54)46(56)29-17-28-30(47(57)43(29)45(27)55)19-49(6,20-34(28)53)66-41-16-12-36(24(4)62-41)64-39-14-10-32(51)22(2)60-39/h7-8,17,21-25,33,35-41,48,52,54,57H,9-16,18-20H2,1-6H3/t21-,22-,23-,24-,25+,33+,35-,36-,37+,38-,39-,40-,41-,48+,49+/m0/s1
Calculated Properties
ALogP:
5.382 lipophilicity
TPSA:
229.11 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
17
Rotatable Bonds:
9
Ring Count:
9
(2 aromatic)
Chiral Centers:
15
Fsp³:
0.6531 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004449
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.