SCS-C008174
oxazoquinolinone I
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
362.4 Da
Threshold ≤ 500
ALogP
0.43
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C18H22N2O6
Molecular Weight:
362.3820 Da
SMILES:
CNC1=CC(=O)C2=C(C[C@H](C)[C@@]3(C)OC(=O)[C@H](CCC(=O)OC)N23)C1=O
InChIKey:
DMDGAGACIIVBDW-RPRQWQAVSA-N
InChI:
InChI=1S/C18H22N2O6/c1-9-7-10-15(13(21)8-11(19-3)16(10)23)20-12(5-6-14(22)25-4)17(24)26-18(9,20)2/h8-9,12,19H,5-7H2,1-4H3/t9-,12-,18+/m0/s1
Calculated Properties
ALogP:
0.432 lipophilicity
TPSA:
102.01 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
8
Rotatable Bonds:
4
Ring Count:
3
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.5556 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008174
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 | — | 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 |