1-Benzyl-5-(3,5-dimethylisoxazol-4-yl)pyridin-2(1H)-one

ID: ALA4251258

PubChem CID: 76683643

Max Phase: Preclinical

Molecular Formula: C17H16N2O2

Molecular Weight: 280.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1noc(C)c1-c1ccc(=O)n(Cc2ccccc2)c1

Standard InChI:  InChI=1S/C17H16N2O2/c1-12-17(13(2)21-18-12)15-8-9-16(20)19(11-15)10-14-6-4-3-5-7-14/h3-9,11H,10H2,1-2H3

Standard InChI Key:  CIJOVPIWGFQZFF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    3.5907   -2.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4078   -2.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1839   -1.9974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3674   -1.9971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9580   -2.7053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3710   -3.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1861   -3.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8164   -3.4151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4006   -4.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8057   -4.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6232   -4.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0340   -4.1248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6272   -3.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5834   -4.1183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8512   -4.1276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3259   -4.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1039   -4.5429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1067   -3.7256    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3304   -3.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0798   -2.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0687   -5.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  1  1  0
  2  8  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  9 14  2  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 15  1  0
 19 20  1  0
 16 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4251258

   1-benzyl-5-(3,5-dimethyl-1,2-oxazol-4-yl)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: 280.33

Molecular Weight (Monoisotopic): 280.1212

AlogP: 3.17

#Rotatable Bonds: 3

Polar Surface Area: 48.03

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.39

CX LogP: 2.18

CX LogD: 2.18

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.74

Np Likeness Score: -1.45

References

1. Kharenko OA, Patel RG, Brown SD, Calosing C, White A, Lakshminarasimhan D, Suto RK, Duffy BC, Kitchen DB, McLure KG, Hansen HC, van der Horst EH, Young PR..  (2018)  Design and Characterization of Novel Covalent Bromodomain and Extra-Terminal Domain (BET) Inhibitors Targeting a Methionine.,  61  (18): [PMID:30165024] [10.1021/acs.jmedchem.8b00666]

Source

Source(1):

• Scientific Literature