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5-(N-Difluoromethyl-1,2-dihydropyrid-2-one-4-yl)salicylic acid

ID: ALA578389

Chembl Id: CHEMBL578389

PubChem CID: 45487106

Max Phase: Preclinical

Molecular Formula: C13H9F2NO4

Molecular Weight: 281.21

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: O=C(O)c1cc(-c2ccn(C(F)F)c(=O)c2)ccc1O

Standard InChI: InChI=1S/C13H9F2NO4/c14-13(15)16-4-3-8(6-11(16)18)7-1-2-10(17)9(5-7)12(19)20/h1-6,13,17H,(H,19,20)

Standard InChI Key: KILQIWKOCXSELP-UHFFFAOYSA-N

Parent:

ALA578389
5-(N-Difluoromethyl-1,2-dihydropyrid-2-one-4-yl)salicylic acid

PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

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

PTGS1 Cyclooxygenase-1 (167 Activities)

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

5-lipoxygenase (33 Activities)

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

Rattus norvegicus (775804 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: 281.21	Molecular Weight (Monoisotopic): 281.0500	AlogP: 2.31	#Rotatable Bonds: 3
Polar Surface Area: 79.53	Molecular Species: ACID	HBA: 4	HBD: 2
#RO5 Violations: ┄	HBA (Lipinski): 5	HBD (Lipinski): 2	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 2.70	CX Basic pKa: ┄	CX LogP: 2.69	CX LogD: -0.81
Aromatic Rings: 2	Heavy Atoms: 20	QED Weighted: 0.90	Np Likeness Score: -0.47

1. Chowdhury MA, Abdellatif KR, Dong Y, Das D, Yu G, Velázquez CA, Suresh MR, Knaus EE.. (2009) Synthesis and biological evaluation of salicylic acid and N-acetyl-2-carboxybenzenesulfonamide regioisomers possessing a N-difluoromethyl-1,2-dihydropyrid-2-one pharmacophore: dual inhibitors of cyclooxygenases and 5-lipoxygenase with anti-inflammatory activity., 19 (24): [PMID:19884005] [10.1016/j.bmcl.2009.10.083]

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