3-hydroxy-1,2,5-trimethylpyridin-4(1H)-one

ID: ALA3785270

PubChem CID: 58516739

Max Phase: Preclinical

Molecular Formula: C8H11NO2

Molecular Weight: 153.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cn(C)c(C)c(O)c1=O

Standard InChI:  InChI=1S/C8H11NO2/c1-5-4-9(3)6(2)8(11)7(5)10/h4,11H,1-3H3

Standard InChI Key:  DDAIPJQHONGRRL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 11 11  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383   -1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383   -1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383    1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  5  8  1  0
  1  9  1  0
  4 10  1  0
  3 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3785270

   3-Hydroxy-1,2,5-trimethylpyridin-4-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: 153.18

Molecular Weight (Monoisotopic): 153.0790

AlogP: 0.71

#Rotatable Bonds: ┄

Polar Surface Area: 42.23

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.81

CX Basic pKa: ┄

CX LogP: 1.01

CX LogD: 1.01

Aromatic Rings: 1

Heavy Atoms: 11

QED Weighted: 0.60

Np Likeness Score: -0.07

References

1. Xie YY, Lu Z, Kong XL, Zhou T, Bansal S, Hider R..  (2016)  Systematic comparison of the mono-, dimethyl- and trimethyl 3-hydroxy-4(1H)-pyridones - Attempted optimization of the orally active iron chelator, deferiprone.,  115  [PMID:27014847] [10.1016/j.ejmech.2016.03.014]

Source

Source(1):

• Scientific Literature