SCS-C001353
13,19-Dihydroxyl-IT-143-A
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Streptomyces psammoticus
(Streptomyces)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces psammoticus
Pearl River Estuary
· -5m
· E 113°33′11.15″, N22°53′40.16″
DOI:
10.1021/acs.jmedchem.9b00598
· Journal of Medicinal Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
531.7 Da
Threshold ≤ 500
ALogP
5.74
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C31H49NO6
Molecular Weight:
531.7340 Da
SMILES:
COc1nc(CC=C(C)CCC=C(C)CC=C(C)C(C)C(O)C(C)=CC(C)(O)C(C)O)c(C)c(O)c1OC
InChIKey:
QYSOQSRGHYJJCG-UHFFFAOYSA-N
InChI:
InChI=1S/C31H49NO6/c1-19(14-16-21(3)23(5)27(34)22(4)18-31(8,36)25(7)33)12-11-13-20(2)15-17-26-24(6)28(35)29(37-9)30(32-26)38-10/h12,15-16,18,23,25,27,33-34,36H,11,13-14,17H2,1-10H3,(H,32,35)
Calculated Properties
ALogP:
5.740 lipophilicity
TPSA:
112.27 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
7
Rotatable Bonds:
14
Ring Count:
1
(1 aromatic)
Chiral Centers:
4
Fsp³:
0.5806 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001353
NPClassifier Pathway:
N/A
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
Glycoside:
No
NPClassifier Status:
No classification
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 |
|---|---|---|---|---|
| Antitumor | IC50 | Peroxiredoxin 1 (PRDX1) | 2.4 μM | 10.1021/acs.jmedchem.9b00598 Journal of Medicinal Chemistry |