SCS-C008166
oxazoquinolinone B
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
366.4 Da
Threshold ≤ 500
ALogP
1.72
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H22N2O4
Molecular Weight:
366.4170 Da
SMILES:
CNC1=CC(=O)C2=C(C[C@H](C)[C@@]3(C)OC(=O)[C@H](Cc4ccccc4)N23)C1=O
InChIKey:
YATGLFOVRFPWKE-LBJGKRIESA-N
InChI:
InChI=1S/C21H22N2O4/c1-12-9-14-18(17(24)11-15(22-3)19(14)25)23-16(20(26)27-21(12,23)2)10-13-7-5-4-6-8-13/h4-8,11-12,16,22H,9-10H2,1-3H3/t12-,16-,21+/m0/s1
Calculated Properties
ALogP:
1.722 lipophilicity
TPSA:
75.71 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
6
Rotatable Bonds:
3
Ring Count:
4
(1 aromatic)
Chiral Centers:
3
Fsp³:
0.3810 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008166
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 |