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

ID: ALA5284160

Max Phase: Preclinical

Molecular Formula: C13H19NO4

Molecular Weight: 253.30

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H19NO4/c1-9-6-11(16)13(17)12(18-9)7-14-4-2-10(8-15)3-5-14/h6,10,15,17H,2-5,7-8H2,1H3

Standard InChI Key:  UXIGJCVTUGFZCX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -0.3575    3.0944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    2.2694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574    1.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724    2.2694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574    1.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724    0.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724   -0.2057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574   -0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574   -1.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724   -1.8557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875   -1.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875   -0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724   -2.6814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7876   -3.0944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    0.6193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726    1.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7876    0.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726    1.8568    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
 11 12  1  0
 12  7  1  0
 10 13  1  0
 13 14  1  0
 15  5  1  0
 16 15  1  0
 16 17  1  0
 18 16  2  0
 18  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5284160

   ---

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: 253.30

Molecular Weight (Monoisotopic): 253.1314

AlogP: 0.86

#Rotatable Bonds: 3

Polar Surface Area: 73.91

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.43

CX Basic pKa: 6.87

CX LogP: 0.19

CX LogD: 0.07

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.84

Np Likeness Score: 0.08

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