4-{4-[3-(4-Chloro-phenyl)-2-(4-chloro-phenylimino)-4-oxo-thiazolidin-5-ylidenemethyl]-phenoxymethyl}-benzoic acid

ID: ALA2297520

PubChem CID: 76324132

Max Phase: Preclinical

Molecular Formula: C30H20Cl2N2O4S

Molecular Weight: 575.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(COc2ccc(/C=C3/S/C(=N\c4ccc(Cl)cc4)N(c4ccc(Cl)cc4)C3=O)cc2)cc1

Standard InChI:  InChI=1S/C30H20Cl2N2O4S/c31-22-7-11-24(12-8-22)33-30-34(25-13-9-23(32)10-14-25)28(35)27(39-30)17-19-3-15-26(16-4-19)38-18-20-1-5-21(6-2-20)29(36)37/h1-17H,18H2,(H,36,37)/b27-17+,33-30-

Standard InChI Key:  YIHABSCNQJFXOF-CVKDESKCSA-N

Molfile:  

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    0.7436   -9.4639    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.7445   -8.6139    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:

   

   ALA2297520

   4-[[4-[(E)-[3-(4-chlorophenyl)-2-(4-chlorophenyl)imino-4-oxo-1,3-thiazolidin-5-ylidene]methyl]phenoxy]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: 575.47

Molecular Weight (Monoisotopic): 574.0521

AlogP: 8.08

#Rotatable Bonds: 7

Polar Surface Area: 79.20

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.06

CX Basic pKa: ┄

CX LogP: 8.23

CX LogD: 5.10

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.23

Np Likeness Score: -1.26

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