SCS-C008173
oxazoquinolinone H
Pathway: Polyketides
Superclass: Naphthalenes
Class: Naphthoquinones
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
Drug-likeness (Lipinski Ro5)
Molecular Weight
348.4 Da
Threshold ≤ 500
ALogP
0.34
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C17H20N2O6
Molecular Weight:
348.3550 Da
SMILES:
CNC1=CC(=O)C2=C(C[C@H](C)[C@@]3(C)OC(=O)[C@H](CCC(=O)O)N23)C1=O
InChIKey:
SPMOHWZICZQDBM-QVPHYQLJSA-N
InChI:
InChI=1S/C17H20N2O6/c1-8-6-9-14(12(20)7-10(18-3)15(9)23)19-11(4-5-13(21)22)16(24)25-17(8,19)2/h7-8,11,18H,4-6H2,1-3H3,(H,21,22)/t8-,11-,17+/m0/s1
Calculated Properties
ALogP:
0.344 lipophilicity
TPSA:
113.01 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
7
Rotatable Bonds:
4
Ring Count:
3
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.5294 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008173
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Naphthalenes
NPClassifier Class:
Naphthoquinones
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 |
|---|---|---|---|---|
| Antitumor | — | HaCaT | All compounds were evaluated for cytotoxic activity against the human glioma cell line (LN229, GSC0617), human breast cancer cell (MDA-MB-231), and human keratinocytes (HaCaT). No compounds showed cytotoxicity at 10 μM. | 10.1021/acs.orglett.4c04491 Organic Letters |