{4-[3-(4-Fluoro-phenyl)-2-(4-fluoro-phenylimino)-4-oxothiazolidin-5-ylidenemethyl]-phenoxy}-acetic acid

ID: ALA2297509

PubChem CID: 76320473

Max Phase: Preclinical

Molecular Formula: C24H16F2N2O4S

Molecular Weight: 466.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)COc1ccc(/C=C2/S/C(=N\c3ccc(F)cc3)N(c3ccc(F)cc3)C2=O)cc1

Standard InChI:  InChI=1S/C24H16F2N2O4S/c25-16-3-7-18(8-4-16)27-24-28(19-9-5-17(26)6-10-19)23(31)21(33-24)13-15-1-11-20(12-2-15)32-14-22(29)30/h1-13H,14H2,(H,29,30)/b21-13+,27-24-

Standard InChI Key:  OHSNKRRKYBJALD-CIFGJUBISA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2297509

   2-[4-[(E)-[3-(4-fluorophenyl)-2-(4-fluorophenyl)imino-4-oxo-1,3-thiazolidin-5-ylidene]methyl]phenoxy]acetic 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: 466.47

Molecular Weight (Monoisotopic): 466.0799

AlogP: 5.24

#Rotatable Bonds: 6

Polar Surface Area: 79.20

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.41

CX Basic pKa: ┄

CX LogP: 5.40

CX LogD: 2.00

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.50

Np Likeness Score: -1.54

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