(Z)-5-(4-methylbenzyliden)-2-thioxothiazolidin-4-one

ID: ALA224172

Chembl Id: CHEMBL224172

Cas Number: 875572-77-3

PubChem CID: 1419166

Max Phase: Preclinical

Molecular Formula: C11H9NOS2

Molecular Weight: 235.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(/C=C2\SC(=S)NC2=O)cc1

Standard InChI:  InChI=1S/C11H9NOS2/c1-7-2-4-8(5-3-7)6-9-10(13)12-11(14)15-9/h2-6H,1H3,(H,12,13,14)/b9-6-

Standard InChI Key:  RAXPMQHOSGNELK-TWGQIWQCSA-N

Alternative Forms

1. Parent:

   

   ALA224172

   5-(4-Methylbenzylidene)-2-thioxo-1,3-thiazolidin-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: 235.33

Molecular Weight (Monoisotopic): 235.0126

AlogP: 2.48

#Rotatable Bonds: 1

Polar Surface Area: 29.10

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.93

CX Basic pKa: ┄

CX LogP: 3.25

CX LogD: 1.42

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.60

Np Likeness Score: -1.69

References

1. Sortino M, Delgado P, Juárez S, Quiroga J, Abonía R, Insuasty B, Nogueras M, Rodero L, Garibotto FM, Enriz RD, Zacchino SA..  (2007)  Synthesis and antifungal activity of (Z)-5-arylidenerhodanines.,  15  (1): [PMID:17049255] [10.1016/j.bmc.2006.09.038]

2. Russell AJ, Westwood IM, Crawford MH, Robinson J, Kawamura A, Redfield C, Laurieri N, Lowe ED, Davies SG, Sim E..  (2009)  Selective small molecule inhibitors of the potential breast cancer marker, human arylamine N-acetyltransferase 1, and its murine homologue, mouse arylamine N-acetyltransferase 2.,  17  (2): [PMID:19059786] [10.1016/j.bmc.2008.11.032]

3. Mendgen T, Steuer C, Klein CD..  (2012)  Privileged scaffolds or promiscuous binders: a comparative study on rhodanines and related heterocycles in medicinal chemistry.,  55  (2): [PMID:22077389] [10.1021/jm201243p]

4. Jadav SS, Sinha BN, Hilgenfeld R, Pastorino B, de Lamballerie X, Jayaprakash V..  (2015)  Thiazolidone derivatives as inhibitors of chikungunya virus.,  89  [PMID:25462237] [10.1016/j.ejmech.2014.10.042]

5. Trotsko N..  (2021)  Antitubercular properties of thiazolidin-4-ones - A review.,  215  [PMID:33588179] [10.1016/j.ejmech.2021.113266]

Source

Source(1):

• Scientific Literature