SCS-C004880
Nenestatin A
Pathway: Polyketides
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
Micromonospora echinospora
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Micromonosporales
Family
Micromonosporaceae
Genus
Micromonospora
Species
Micromonospora echinospora
South China Sea
DOI:
10.1016/j.tet.2017.03.054
· Tetrahedron
Drug-likeness (Lipinski Ro5)
Molecular Weight
509.6 Da
Threshold ≤ 500
ALogP
3.18
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C28H31NO8
Molecular Weight:
509.5550 Da
SMILES:
CCC1(O[C@H]2C[C@H](N(C)C)[C@@H](OC)[C@H](C)O2)C=CC2=C(C=C3C(=O)c4c(O)ccc(O)c4C(O)=C32)C1=O
InChIKey:
XJCVOVIQBQMYLX-SANFDALLSA-N
InChI:
InChI=1S/C28H31NO8/c1-6-28(37-20-12-17(29(3)4)26(35-5)13(2)36-20)10-9-14-15(27(28)34)11-16-21(14)25(33)23-19(31)8-7-18(30)22(23)24(16)32/h7-11,13,17,20,26,30-31,33H,6,12H2,1-5H3/t13-,17-,20-,26-,28?/m0/s1
Calculated Properties
ALogP:
3.184 lipophilicity
TPSA:
125.76 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
9
Rotatable Bonds:
5
Ring Count:
5
(1 aromatic)
Chiral Centers:
5
Fsp³:
0.4286 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004880
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.