SCS-C000619
hydroxyikarugamycin A
Pathway: Amino acids and Peptides | Polyketides
Superclass: Macrolides
Class: Macrocyclic tetramic acids
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. SCSIO 40060
(bacterium)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
NA
South China Sea
DOI:
10.1016/j.tet.2018.10.007
· Tetrahedron
Drug-likeness (Lipinski Ro5)
Molecular Weight
558.7 Da
Threshold ≤ 500
ALogP
0.78
Threshold ≤ 5
H-Bond Donors
6
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
2 violations (MW, HBD) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C30H42N2O8
Molecular Weight:
558.7000 Da
SMILES:
CO[C@H](C)[C@H]1[C@@H]2[C@H](O)[C@@H](O)[C@H]3[C@H](C[C@H]4/C=C/C(O)=C5C(=O)N[C@H](C5=O)[C@@H](O)CCNC(=O)/C=C\C[C@H]34)[C@H]2C[C@H]1C
InChIKey:
FIXAZGJDYCUWPO-PCLXVHORSA-N
InChI:
InChI=1S/C30H42N2O8/c1-13-11-17-18-12-15-7-8-19(33)25-27(36)26(32-30(25)39)20(34)9-10-31-21(35)6-4-5-16(15)23(18)28(37)29(38)24(17)22(13)14(2)40-3/h4,6-8,13-18,20,22-24,26,28-29,33-34,37-38H,5,9-12H2,1-3H3,(H,31,35)(H,32,39)/b6-4-,8-7+,25-19?/t13-,14-,15-,16+,17-,18-,20+,22+,23-,24-,26+,28+,29+/m1/s1
Calculated Properties
ALogP:
0.776 lipophilicity
TPSA:
165.42 Ų polar surface area
H-Bond Donors:
6
H-Bond Acceptors:
8
Rotatable Bonds:
2
Ring Count:
5
(0 aromatic)
Chiral Centers:
13
Fsp³:
0.7000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000619
NPClassifier Pathway:
Amino acids and Peptides
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Macrocyclic tetramic acids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Other specified activity | — | — | — Structured numeric value is not available in this record; see the primary reference. | 10.1016/j.tet.2018.10.007 Tetrahedron |