SCS-C005658
chalcomycin E
Pathway: Polyketides
Superclass: Macrolides
Class: Tylosins
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
Guangzhou
DOI:
10.1002/mrc.2338
· Magnetic Resonance in Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
684.8 Da
Threshold ≤ 500
ALogP
2.25
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
13
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C35H56O13
Molecular Weight:
684.8200 Da
SMILES:
CO[C@@H]1[C@H](O)[C@@H](C)O[C@@H](OC[C@H]2/C=C/C=C/C(=O)[C@@](C)(O)C[C@H](C)[C@H](OC3O[C@H](C)C[C@H](OC)[C@H]3O)[C@@H](C)/C=C/C(=O)O[C@@H]2C)[C@@H]1OC
InChIKey:
CCBSLQOITPAPFB-NIKBGLDXSA-N
InChI:
InChI=1S/C35H56O13/c1-19-14-15-27(37)46-22(4)24(18-44-34-32(43-9)31(42-8)28(38)23(5)47-34)12-10-11-13-26(36)35(6,40)17-20(2)30(19)48-33-29(39)25(41-7)16-21(3)45-33/h10-15,19-25,28-34,38-40H,16-18H2,1-9H3/b12-10+,13-11+,15-14+/t19-,20-,21+,22+,23+,24+,25-,28+,29+,30+,31+,32+,33?,34+,35-/m0/s1
Calculated Properties
ALogP:
2.247 lipophilicity
TPSA:
168.67 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
13
Rotatable Bonds:
8
Ring Count:
3
(0 aromatic)
Chiral Centers:
15
Fsp³:
0.7714 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005658
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Tylosins
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.