(Z)-5-(4-((E)-3-(3-fluorophenyl)-3-oxoprop-1-enyl)benzylidene)-1,3-thiazolidine-2,4-dione

ID: ALA2151769

Chembl Id: CHEMBL2151769

PubChem CID: 71449410

Max Phase: Preclinical

Molecular Formula: C19H12FNO3S

Molecular Weight: 353.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=O)/C(=C/c2ccc(/C=C/C(=O)c3cccc(F)c3)cc2)S1

Standard InChI:  InChI=1S/C19H12FNO3S/c20-15-3-1-2-14(11-15)16(22)9-8-12-4-6-13(7-5-12)10-17-18(23)21-19(24)25-17/h1-11H,(H,21,23,24)/b9-8+,17-10-

Standard InChI Key:  PSGULXDJLJDOOM-OAXSMGAZSA-N

Alternative Forms

1. Parent:

   

   ALA2151769

   (5Z)-5-[[4-[(E)-3-(3-fluorophenyl)-3-oxoprop-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: 353.37

Molecular Weight (Monoisotopic): 353.0522

AlogP: 4.05

#Rotatable Bonds: 4

Polar Surface Area: 63.24

Molecular Species: ACID

HBA: 4

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: 3.91

CX LogD: 2.76

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.67

Np Likeness Score: -1.12

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