4-[3-(4-Fluoro-phenyl)-2-(4-fluoro-phenylimino)-4-oxo-thiazolidin-5-ylidenemethyl]-benzoic acid

ID: ALA2297517

PubChem CID: 76316773

Max Phase: Preclinical

Molecular Formula: C23H14F2N2O3S

Molecular Weight: 436.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(/C=C2/S/C(=N\c3ccc(F)cc3)N(c3ccc(F)cc3)C2=O)cc1

Standard InChI:  InChI=1S/C23H14F2N2O3S/c24-16-5-9-18(10-6-16)26-23-27(19-11-7-17(25)8-12-19)21(28)20(31-23)13-14-1-3-15(4-2-14)22(29)30/h1-13H,(H,29,30)/b20-13+,26-23-

Standard InChI Key:  JHQUUEVCDORJQF-VOYPSTMSSA-N

Molfile:  

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   18.9309   -2.6562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2297517

   4-[(E)-[3-(4-fluorophenyl)-2-(4-fluorophenyl)imino-4-oxo-1,3-thiazolidin-5-ylidene]methyl]benzoic acid

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: 436.44

Molecular Weight (Monoisotopic): 436.0693

AlogP: 5.47

#Rotatable Bonds: 4

Polar Surface Area: 69.97

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.07

CX Basic pKa: ┄

CX LogP: 5.74

CX LogD: 2.62

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.55

Np Likeness Score: -1.46

References

1. Zhao D, Liu H, Zheng L, He G, Qu D, Han S.  (2013)  Synthesis of novel 4-thiazolidione derivatives as antibacterial agents against drug-resistant Staphylococcus epidermidis,  22  (8): [10.1007/s00044-012-0363-9]

Source

Source(1):

• Scientific Literature