{4-[3-(4-Chloro-phenyl)-2-(4-chloro-phenylimino)-4-oxothiazolidin-5-ylidenemethyl]-2-methoxy-phenoxy}-acetic acid

ID: ALA2297513

PubChem CID: 76327678

Max Phase: Preclinical

Molecular Formula: C25H18Cl2N2O5S

Molecular Weight: 529.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C2/S/C(=N\c3ccc(Cl)cc3)N(c3ccc(Cl)cc3)C2=O)ccc1OCC(=O)O

Standard InChI:  InChI=1S/C25H18Cl2N2O5S/c1-33-21-12-15(2-11-20(21)34-14-23(30)31)13-22-24(32)29(19-9-5-17(27)6-10-19)25(35-22)28-18-7-3-16(26)4-8-18/h2-13H,14H2,1H3,(H,30,31)/b22-13+,28-25-

Standard InChI Key:  HUFBBLXEHLZQSQ-ASCZMWPCSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2297513

   2-[4-[(E)-[3-(4-chlorophenyl)-2-(4-chlorophenyl)imino-4-oxo-1,3-thiazolidin-5-ylidene]methyl]-2-methoxyphenoxy]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: 529.40

Molecular Weight (Monoisotopic): 528.0313

AlogP: 6.27

#Rotatable Bonds: 7

Polar Surface Area: 88.43

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.27

CX Basic pKa: ┄

CX LogP: 6.16

CX LogD: 2.73

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.36

Np Likeness Score: -1.34

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