2-(5-(4-Fluorobenzylidene)-2,4-dioxothiazolidin-3-yl)-N-(4-chlorophenyl)acetamide

ID: ALA4554145

PubChem CID: 1583408

Max Phase: Preclinical

Molecular Formula: C18H12ClFN2O3S

Molecular Weight: 390.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CN1C(=O)S/C(=C\c2ccc(F)cc2)C1=O)Nc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C18H12ClFN2O3S/c19-12-3-7-14(8-4-12)21-16(23)10-22-17(24)15(26-18(22)25)9-11-1-5-13(20)6-2-11/h1-9H,10H2,(H,21,23)/b15-9-

Standard InChI Key:  HVSNYQQANCAZFS-DHDCSXOGSA-N

Molfile:  

 
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   27.0868  -24.4017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3453  -23.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6782  -23.1346    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.0154  -23.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.1123  -21.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2852  -22.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1229  -23.3694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   29.6840  -25.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.3137  -25.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.0150  -24.8115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7207  -24.2328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7843  -25.0664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1264  -25.3067    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.5488  -20.1605    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4554145

   N-(4-chlorophenyl)-2-[(5Z)-5-[(4-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 390.82

Molecular Weight (Monoisotopic): 390.0241

AlogP: 4.15

#Rotatable Bonds: 4

Polar Surface Area: 66.48

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.15

CX Basic pKa: ┄

CX LogP: 3.73

CX LogD: 3.73

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.80

Np Likeness Score: -2.35

References

1. Hassan GS, Georgey HH, Mohammed EZ, Omar FA..  (2019)  Anti-hepatitis-C virus activity and QSAR study of certain thiazolidinone and thiazolotriazine derivatives as potential NS5B polymerase inhibitors.,  184  [PMID:31604164] [10.1016/j.ejmech.2019.111747]

Source

Source(1):

• Scientific Literature