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

ID: ALA2297514

PubChem CID: 76327679

Max Phase: Preclinical

Molecular Formula: C24H16Cl2N2O4S

Molecular Weight: 499.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)COc1cccc(/C=C2/S/C(=N\c3ccc(Cl)cc3)N(c3ccc(Cl)cc3)C2=O)c1

Standard InChI:  InChI=1S/C24H16Cl2N2O4S/c25-16-4-8-18(9-5-16)27-24-28(19-10-6-17(26)7-11-19)23(31)21(33-24)13-15-2-1-3-20(12-15)32-14-22(29)30/h1-13H,14H2,(H,29,30)/b21-13+,27-24-

Standard InChI Key:  ICHTZDRFPNYELH-CIFGJUBISA-N

Molfile:  

     RDKit          2D

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   29.0738  -26.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.4915  -26.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.9069  -26.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6503  -26.3890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1962  -25.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7864  -25.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.2125  -27.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3830  -28.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1612  -28.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7692  -28.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5956  -27.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3671  -24.8337    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   35.3981  -22.6611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2103  -22.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5389  -21.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3510  -21.7301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.0550  -21.1611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.3332  -29.5814    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  1 27  1  0
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 29 30  1  0
 30 31  1  0
 30 32  2  0
 24 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2297514

   2-[3-[(E)-[3-(4-chlorophenyl)-2-(4-chlorophenyl)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: 499.38

Molecular Weight (Monoisotopic): 498.0208

AlogP: 6.27

#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: 3.30

CX Basic pKa: ┄

CX LogP: 6.32

CX LogD: 2.90

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.40

Np Likeness Score: -1.55

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