3-bromo-4-(2,4-difluorobenzyloxy)-1-(5-(hydroxymethyl)pyrazin-2-yl)-6-methylpyridin-2(1H)-one

ID: ALA1081678

Chembl Id: CHEMBL1081678

PubChem CID: 46882408

Max Phase: Preclinical

Molecular Formula: C18H14BrF2N3O3

Molecular Weight: 438.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(OCc2ccc(F)cc2F)c(Br)c(=O)n1-c1cnc(CO)cn1

Standard InChI:  InChI=1S/C18H14BrF2N3O3/c1-10-4-15(27-9-11-2-3-12(20)5-14(11)21)17(19)18(26)24(10)16-7-22-13(8-25)6-23-16/h2-7,25H,8-9H2,1H3

Standard InChI Key:  LQOLVCAWVIQPRR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1081678

   3-bromo-4-(2,4-difluorobenzyloxy)-1-(5-(hydroxymethyl)pyrazin-2-yl)-6-methylpyridin-2(1H)-one

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: 438.23

Molecular Weight (Monoisotopic): 437.0187

AlogP: 3.05

#Rotatable Bonds: 5

Polar Surface Area: 77.24

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.91

CX Basic pKa: ┄

CX LogP: 2.12

CX LogD: 2.12

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.66

Np Likeness Score: -1.26

References

1. Selness SR, Devraj RV, Monahan JB, Boehm TL, Walker JK, Devadas B, Durley RC, Kurumbail R, Shieh H, Xing L, Hepperle M, Rucker PV, Jerome KD, Benson AG, Marrufo LD, Madsen HM, Hitchcock J, Owen TJ, Christie L, Promo MA, Hickory BS, Alvira E, Naing W, Blevis-Bal R..  (2009)  Discovery of N-substituted pyridinones as potent and selective inhibitors of p38 kinase.,  19  (20): [PMID:19751974] [10.1016/j.bmcl.2009.08.082]

Source

Source(1):

• Scientific Literature