1-(biphenyl-4-ylmethyl)-3-hydroxy-2-methylpyridine-4(1H)-thione

ID: ALA2146996

Chembl Id: CHEMBL2146996

PubChem CID: 46175387

Max Phase: Preclinical

Molecular Formula: C19H17NOS

Molecular Weight: 307.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(O)c(=S)ccn1Cc1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C19H17NOS/c1-14-19(21)18(22)11-12-20(14)13-15-7-9-17(10-8-15)16-5-3-2-4-6-16/h2-12,21H,13H2,1H3

Standard InChI Key:  GLXWHSSCMFPQGL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2146996

   3-Hydroxy-2-methyl-1-[(4-phenylphenyl)methyl]pyridine-4-thione

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: 307.42

Molecular Weight (Monoisotopic): 307.1031

AlogP: 4.95

#Rotatable Bonds: 3

Polar Surface Area: 25.16

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.24

CX Basic pKa:

CX LogP: 4.87

CX LogD: 4.87

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.69

Np Likeness Score: -0.73

References

1. Garner AL, Struss AK, Fullagar JL, Agrawal A, Moreno AY, Cohen SM, Janda KD..  (2012)  3-Hydroxy-1-alkyl-2-methylpyridine-4(1H)-thiones: Inhibition of the Pseudomonas aeruginosa Virulence Factor LasB.,  3  (8): [PMID:23181168] [10.1021/ml300128f]

2. Arshad JZ, Hanif M..  (2022)  Hydroxypyrone derivatives in drug discovery: from chelation therapy to rational design of metalloenzyme inhibitors.,  13  (10.0): [PMID:36325396] [10.1039/d2md00175f]

3. Wagner S, Sommer R, Hinsberger S, Lu C, Hartmann RW, Empting M, Titz A..  (2016)  Novel Strategies for the Treatment of Pseudomonas aeruginosa Infections.,  59  (13): [PMID:26804741] [10.1021/acs.jmedchem.5b01698]

Source

Source(1):

• Scientific Literature