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

ID: ALA5290405

Max Phase: Preclinical

Molecular Formula: C13H19NO3

Molecular Weight: 237.30

Names and Identifiers

Canonical SMILES:  Cc1cc(=O)c(O)c(CN2CCCC(C)C2)o1

Standard InChI:  InChI=1S/C13H19NO3/c1-9-4-3-5-14(7-9)8-12-13(16)11(15)6-10(2)17-12/h6,9,16H,3-5,7-8H2,1-2H3

Standard InChI Key:  MHMZQELPXHBMRF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    1.4292   -1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7147   -0.8252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7147   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1437   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1437   -0.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8582   -1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0002   -1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7142   -0.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.2378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437   -0.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8582   -1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437    0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.2378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7142    0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0002    0.4126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  6  5  1  0
  1  6  1  0
  6  7  1  0
  8  2  1  0
  9  8  1  0
 10  9  1  0
 11 10  1  0
 11 12  1  0
 13 11  2  0
 13 14  1  0
 14 15  2  0
 16 14  1  0
  9 16  2  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5290405

   ---

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: 237.30

Molecular Weight (Monoisotopic): 237.1365

AlogP: 1.89

#Rotatable Bonds: 2

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: 9.57

CX Basic pKa: 7.43

CX LogP: 1.63

CX LogD: 1.29

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.85

Np Likeness Score: -0.14

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