2-(2-Fluoro-4-biphenylyl)-N-[2-(2-chlorophenyl)-4-oxo-1,3-thiazolidine-3-yl]propanamide

ID: ALA2281778

PubChem CID: 72722212

Max Phase: Preclinical

Molecular Formula: C24H20ClFN2O2S

Molecular Weight: 454.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C(=O)NN1C(=O)CSC1c1ccccc1Cl)c1ccc(-c2ccccc2)c(F)c1

Standard InChI:  InChI=1S/C24H20ClFN2O2S/c1-15(17-11-12-18(21(26)13-17)16-7-3-2-4-8-16)23(30)27-28-22(29)14-31-24(28)19-9-5-6-10-20(19)25/h2-13,15,24H,14H2,1H3,(H,27,30)

Standard InChI Key:  AIYYRUUKCZBUBR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   23.5806   -4.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2954   -5.1610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.7189   -3.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4351   -3.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1476   -3.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.5780   -3.4921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   30.0027   -2.6599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   30.0899   -3.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.3066   -2.9278    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.7514   -2.3176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4786   -4.0310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9163   -1.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7004   -1.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8661   -0.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2485    0.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4625   -0.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3007   -0.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3172   -1.7994    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2281778

   N-[2-(2-chlorophenyl)-4-oxo-1,3-thiazolidin-3-yl]-2-(3-fluoro-4-phenylphenyl)propanamide

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: 454.95

Molecular Weight (Monoisotopic): 454.0918

AlogP: 5.56

#Rotatable Bonds: 5

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.20

CX Basic pKa: ┄

CX LogP: 5.48

CX LogD: 5.48

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.55

Np Likeness Score: -0.99

References

1. Ckla P, Tatar E, Kucukguzel I, Sahin F, Yurdakul D, Basu A, Krishnan R, Nichols DB, Kaushik-Basu N, Kucukguzel SG.  (2013)  Synthesis and characterization of flurbiprofen hydrazide derivatives as potential anti-HCV, anticancer and antimicrobial agents,  22  (12): [10.1007/s00044-013-0550-3]

Source

Source(1):

• Scientific Literature