[4-(4-Oxo-3-phenyl-2-phenylimino-thiazolidin-5-ylidenemethyl)-phenoxy]-acetic acid

ID: ALA2297521

PubChem CID: 2254705

Max Phase: Preclinical

Molecular Formula: C24H18N2O4S

Molecular Weight: 430.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)COc1ccc(/C=C2/S/C(=N\c3ccccc3)N(c3ccccc3)C2=O)cc1

Standard InChI:  InChI=1S/C24H18N2O4S/c27-22(28)16-30-20-13-11-17(12-14-20)15-21-23(29)26(19-9-5-2-6-10-19)24(31-21)25-18-7-3-1-4-8-18/h1-15H,16H2,(H,27,28)/b21-15+,25-24-

Standard InChI Key:  LLKMHYDZDXYSDG-LPCFMYKTSA-N

Molfile:  

     RDKit          2D

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   16.7009  -11.4662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4079  -11.0565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.8840  -13.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6622  -13.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2702  -13.2277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0966  -12.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8691   -8.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3514   -9.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1639   -9.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6462  -10.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4940   -8.8056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 29 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2297521

   2-[4-[(E)-(4-oxo-3-phenyl-2-phenylimino-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: 430.49

Molecular Weight (Monoisotopic): 430.0987

AlogP: 4.96

#Rotatable Bonds: 6

Polar Surface Area: 79.20

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.41

CX Basic pKa: 0.12

CX LogP: 5.11

CX LogD: 1.71

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.56

Np Likeness Score: -1.38

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