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

ID: ALA5282989

Max Phase: Preclinical

Molecular Formula: C12H17NO4

Molecular Weight: 239.27

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H17NO4/c1-8-5-10(15)12(16)11(17-8)7-13-4-2-3-9(14)6-13/h5,9,14,16H,2-4,6-7H2,1H3

Standard InChI Key:  XNWKVBSWGKMIHW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   -0.7150    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149    0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -0.8247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -2.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4299   -2.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4299   -1.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1449   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150    0.0001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4299    0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1449    0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4299    1.2376    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
 11 13  1  0
 14  5  1  0
 15 14  1  0
 15 16  1  0
 17 15  2  0
 17  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5282989

   ---

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: 239.27

Molecular Weight (Monoisotopic): 239.1158

AlogP: 0.61

#Rotatable Bonds: 2

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: 9.38

CX Basic pKa: 6.71

CX LogP: 0.19

CX LogD: 0.09

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.79

Np Likeness Score: 0.06

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