(Z)-5-(4-((E)-3-oxo-3-(thiophen-2-yl)prop-1-enyl)benzylidene)-1,3-thiazolidine-2,4-dione

ID: ALA2151772

Chembl Id: CHEMBL2151772

PubChem CID: 71458386

Max Phase: Preclinical

Molecular Formula: C17H11NO3S2

Molecular Weight: 341.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=O)/C(=C/c2ccc(/C=C/C(=O)c3cccs3)cc2)S1

Standard InChI:  InChI=1S/C17H11NO3S2/c19-13(14-2-1-9-22-14)8-7-11-3-5-12(6-4-11)10-15-16(20)18-17(21)23-15/h1-10H,(H,18,20,21)/b8-7+,15-10-

Standard InChI Key:  YSFNZRGXZUYEIG-XDOICYCNSA-N

Alternative Forms

1. Parent:

   

   ALA2151772

   (5Z)-5-[[4-[(E)-3-oxo-3-thiophen-2-ylprop-1-enyl]phenyl]methylidene]-1,3-thiazolidine-2,4-dione

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: 341.41

Molecular Weight (Monoisotopic): 341.0180

AlogP: 3.97

#Rotatable Bonds: 4

Polar Surface Area: 63.24

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 6.20

CX Basic pKa:

CX LogP: 3.68

CX LogD: 2.53

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.68

Np Likeness Score: -1.24

References

1. Avupati VR, Yejella RP, Akula A, Guntuku GS, Doddi BR, Vutla VR, Anagani SR, Adimulam LS, Vyricharla AK..  (2012)  Synthesis, characterization and biological evaluation of some novel 2,4-thiazolidinediones as potential cytotoxic, antimicrobial and antihyperglycemic agents.,  22  (20): [PMID:22981328] [10.1016/j.bmcl.2012.08.052]

2. Asati V, Mahapatra DK, Bharti SK..  (2014)  Thiazolidine-2,4-diones as multi-targeted scaffold in medicinal chemistry: Potential anticancer agents.,  87  [PMID:25440883] [10.1016/j.ejmech.2014.10.025]

Source

Source(1):

• Scientific Literature