3-hydroxy-6-methyl-2-((4-phenylpiperidin-1-yl)methyl)-4H-pyran-4-one

ID: ALA5278219

Max Phase: Preclinical

Molecular Formula: C18H21NO3

Molecular Weight: 299.37

Names and Identifiers

Canonical SMILES:  Cc1cc(=O)c(O)c(CN2CCC(c3ccccc3)CC2)o1

Standard InChI:  InChI=1S/C18H21NO3/c1-13-11-16(20)18(21)17(22-13)12-19-9-7-15(8-10-19)14-5-3-2-4-6-14/h2-6,11,15,21H,7-10,12H2,1H3

Standard InChI Key:  BJPRZFZZWYBYRG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -0.3575    3.7126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    2.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725    2.8876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725   -2.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7868   -2.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7868   -3.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0714   -3.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3543   -3.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3543   -2.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0725    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7875    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0725    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  3  4  1  0
  5  3  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 11 16  1  0
 10 17  1  0
 17 18  1  0
 18  7  1  0
 19  5  1  0
 20 19  1  0
 20 21  1  0
 22 20  2  0
 22  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5278219

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 299.37

Molecular Weight (Monoisotopic): 299.1521

AlogP: 3.03

#Rotatable Bonds: 3

Polar Surface Area: 53.68

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.45

CX Basic pKa: 7.31

CX LogP: 2.68

CX LogD: 2.40

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.95

Np Likeness Score: -0.19

References

1. He M, Fan M, Peng Z, Wang G..  (2021)  An overview of hydroxypyranone and hydroxypyridinone as privileged scaffolds for novel drug discovery.,  221  [PMID:34023737] [10.1016/j.ejmech.2021.113546]

Source

Source(1):

• Scientific Literature