3-((5Z)-5-[3-(Allyloxy)benzylidene]-4-oxo-2-thioxothiazolidin-3-yl]-1-(4-chlorophenyl)pyrrolidine-2,5-dione

ID: ALA5190433

PubChem CID: 168058219

Max Phase: Preclinical

Molecular Formula: C23H17ClN2O4S2

Molecular Weight: 484.99

Names and Identifiers

Canonical SMILES:  C=CCOc1cccc(/C=C2\SC(=S)N(C3CC(=O)N(c4ccc(Cl)cc4)C3=O)C2=O)c1

Standard InChI:  InChI=1S/C23H17ClN2O4S2/c1-2-10-30-17-5-3-4-14(11-17)12-19-22(29)26(23(31)32-19)18-13-20(27)25(21(18)28)16-8-6-15(24)7-9-16/h2-9,11-12,18H,1,10,13H2/b19-12-

Standard InChI Key:  OGPJVFDQWRHEHV-UNOMPAQXSA-N

Molfile:  

 
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    1.0533    3.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4764    3.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4764    2.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7649    1.9839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1878    3.6257    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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 31 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5190433

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 484.99

Molecular Weight (Monoisotopic): 484.0318

AlogP: 4.44

#Rotatable Bonds: 6

Polar Surface Area: 66.92

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.41

CX Basic pKa: ┄

CX LogP: 4.83

CX LogD: 4.54

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.26

Np Likeness Score: -1.46

References

1. Finiuk N, Kryshchyshyn-Dylevych A, Holota S, Klyuchivska O, Kozytskiy A, Karpenko O, Manko N, Ivasechko I, Stoika R, Lesyk R..  (2022)  Novel hybrid pyrrolidinedione-thiazolidinones as potential anticancer agents: Synthesis and biological evaluation.,  238  [PMID:35533562] [10.1016/j.ejmech.2022.114422]

Source

Source(1):

• Scientific Literature