SCS-C003462
urdamycin N1
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
726.8 Da
Threshold ≤ 500
ALogP
2.42
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:
C38H46O14
Molecular Weight:
726.7720 Da
SMILES:
COc1cc2c(c3c1C[C@@](C)(O)CC3=O)C(=O)c1ccc([C@H]3C[C@@H](O[C@H]4CC[C@H](O[C@H]5C[C@@H](O)[C@H](O)[C@@H](C)O5)[C@H](C)O4)[C@H](O)[C@@H](C)O3)c(O)c1C2=O
InChIKey:
QYJHREXXQDRGOH-XYKBRBRASA-N
InChI:
InChI=1S/C38H46O14/c1-15-24(51-29-11-22(39)33(41)16(2)50-29)8-9-28(49-15)52-27-12-26(48-17(3)34(27)42)18-6-7-19-32(35(18)43)37(45)20-10-25(47-5)21-13-38(4,46)14-23(40)30(21)31(20)36(19)44/h6-7,10,15-17,22,24,26-29,33-34,39,41-43,46H,8-9,11-14H2,1-5H3/t15-,16+,17+,22+,24-,26+,27+,28-,29-,33+,34+,38+/m0/s1
Calculated Properties
ALogP:
2.419 lipophilicity
TPSA:
207.74 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
14
Rotatable Bonds:
6
Ring Count:
7
(2 aromatic)
Chiral Centers:
12
Fsp³:
0.6053 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003462
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.