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

ID: ALA571658

Chembl Id: CHEMBL571658

PubChem CID: 45487101

Max Phase: Preclinical

Molecular Formula: C13H9F2NO4

Molecular Weight: 281.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(-c2ccn(C(F)F)c(=O)c2)cc1O

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

Standard InChI Key:  DBUKLJHVMCKPSH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA571658

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

Molecule Features

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

Calculated Properties

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: 2.77

CX Basic pKa: ┄

CX LogP: 2.69

CX LogD: -0.81

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.90

Np Likeness Score: -0.39

References

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]

Source

Source(1):

• Scientific Literature