1-benzyl-4-(benzyloxy)pyridin-2(1H)-one

ID: ALA265448

Chembl Id: CHEMBL265448

PubChem CID: 10193032

Max Phase: Preclinical

Molecular Formula: C19H17NO2

Molecular Weight: 291.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc(OCc2ccccc2)ccn1Cc1ccccc1

Standard InChI:  InChI=1S/C19H17NO2/c21-19-13-18(22-15-17-9-5-2-6-10-17)11-12-20(19)14-16-7-3-1-4-8-16/h1-13H,14-15H2

Standard InChI Key:  MPCPIBFZAKSVAX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA265448

   1-benzyl-4-(benzyloxy)pyridin-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: 291.35

Molecular Weight (Monoisotopic): 291.1259

AlogP: 3.48

#Rotatable Bonds: 5

Polar Surface Area: 31.23

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.40

CX LogD: 3.40

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.72

Np Likeness Score: -0.90

References

1. Tipparaju SK, Joyasawal S, Forrester S, Mulhearn DC, Pegan S, Johnson ME, Mesecar AD, Kozikowski AP..  (2008)  Design and synthesis of 2-pyridones as novel inhibitors of the Bacillus anthracis enoyl-ACP reductase.,  18  (12): [PMID:18499454] [10.1016/j.bmcl.2008.05.004]

2. 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]

3. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of MMV (CH) - Pandemic Response Box,  [10.6019/CHEMBL4513161]

Source

Source(2):

• Scientific Literature
• CO-ADD antimicrobial screening data