3-(3,5-Dimethylphenoxy)-2-ethoxy-6-(phenylsulfonyl)pyridin-4-ol

ID: ALA457664

Chembl Id: CHEMBL457664

PubChem CID: 44588147

Max Phase: Preclinical

Molecular Formula: C21H21NO5S

Molecular Weight: 399.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1nc(S(=O)(=O)c2ccccc2)cc(O)c1Oc1cc(C)cc(C)c1

Standard InChI:  InChI=1S/C21H21NO5S/c1-4-26-21-20(27-16-11-14(2)10-15(3)12-16)18(23)13-19(22-21)28(24,25)17-8-6-5-7-9-17/h5-13H,4H2,1-3H3,(H,22,23)

Standard InChI Key:  JVDPRXJWWONPCZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA457664

   6-(benzenesulfonyl)-3-(3,5-dimethylphenoxy)-2-ethoxy-1H-pyridin-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: 399.47

Molecular Weight (Monoisotopic): 399.1140

AlogP: 4.43

#Rotatable Bonds: 6

Polar Surface Area: 85.72

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.10

CX Basic pKa: ┄

CX LogP: 5.32

CX LogD: 5.25

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: -0.66

References

1. Hussain I, Yawer MA, Lalk M, Lindequist U, Villinger A, Fischer C, Langer P..  (2008)  Hetero-Diels-Alder reaction of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with arylsulfonylcyanides. Synthesis and antimicrobial activity of 4-hydroxy-2-(arylsulfonyl)pyridines.,  16  (23): [PMID:18990580] [10.1016/j.bmc.2008.10.033]

Source

Source(1):

• Scientific Literature