SCS-C008165
oxazoquinolinone A
Pathway: Polyketides
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
Drug-likeness (Lipinski Ro5)
Molecular Weight
382.4 Da
Threshold ≤ 500
ALogP
1.43
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:
C21H22N2O5
Molecular Weight:
382.4160 Da
SMILES:
CNC1=CC(=O)C2=C(C[C@H](C)[C@@]3(C)OC(=O)[C@H](Cc4ccc(O)cc4)N23)C1=O
InChIKey:
KIDDXWAKANARTK-SBOBAANCSA-N
InChI:
InChI=1S/C21H22N2O5/c1-11-8-14-18(17(25)10-15(22-3)19(14)26)23-16(20(27)28-21(11,23)2)9-12-4-6-13(24)7-5-12/h4-7,10-11,16,22,24H,8-9H2,1-3H3/t11-,16-,21+/m0/s1
Calculated Properties
ALogP:
1.427 lipophilicity
TPSA:
95.94 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
7
Rotatable Bonds:
3
Ring Count:
4
(1 aromatic)
Chiral Centers:
3
Fsp³:
0.3810 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008165
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
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 |