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4,6-Dimethoxy-2-(4'-dimethylaminobenzylidene)-benzofuran-3(2H)-one

ID: ALA1172280

Chembl Id: CHEMBL1172280

PubChem CID: 11461513

Max Phase: Preclinical

Molecular Formula: C19H19NO4

Molecular Weight: 325.36

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: COc1cc(OC)c2c(c1)O/C(=C\c1ccc(N(C)C)cc1)C2=O

Standard InChI: InChI=1S/C19H19NO4/c1-20(2)13-7-5-12(6-8-13)9-17-19(21)18-15(23-4)10-14(22-3)11-16(18)24-17/h5-11H,1-4H3/b17-9-

Standard InChI Key: WDTIPMPMWZGWMX-MFOYZWKCSA-N

Parent:

ALA1172280
(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]-4,6-dimethoxy-1-benzofuran-3-one

NQO1 Tchem Quinone reductase 1 (1746 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MES-SA (905 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MES-SA/Dx5 (643 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Molecular Weight: 325.36	Molecular Weight (Monoisotopic): 325.1314	AlogP: 3.39	#Rotatable Bonds: 4
Polar Surface Area: 48.00	Molecular Species: NEUTRAL	HBA: 5	HBD: 0
#RO5 Violations: 0	HBA (Lipinski): 5	HBD (Lipinski): 0	#RO5 Violations (Lipinski): 0
CX Acidic pKa:	CX Basic pKa: 4.42	CX LogP: 2.99	CX LogD: 2.99
Aromatic Rings: 2	Heavy Atoms: 24	QED Weighted: 0.81	Np Likeness Score: -0.08

1. Lee CY, Chew EH, Go ML.. (2010) Functionalized aurones as inducers of NAD(P)H:quinone oxidoreductase 1 that activate AhR/XRE and Nrf2/ARE signaling pathways: synthesis, evaluation and SAR., 45 (7): [PMID:20392544] [10.1016/j.ejmech.2010.03.023]
2. Lazinski LM, Royal G, Robin M, Maresca M, Haudecoeur R.. (2022) Bioactive Aurones, Indanones, and Other Hemiindigoid Scaffolds: Medicinal Chemistry and Photopharmacology Perspectives., 65 (19.0): [PMID:36126323] [10.1021/acs.jmedchem.2c01150]

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