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

ID: ALA2281803

PubChem CID: 76316168

Max Phase: Preclinical

Molecular Formula: C24H20FN3O4S

Molecular Weight: 465.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C(=O)NN1C(=O)CSC1c1ccc([N+](=O)[O-])cc1)c1ccc(-c2ccccc2)c(F)c1

Standard InChI:  InChI=1S/C24H20FN3O4S/c1-15(18-9-12-20(21(25)13-18)16-5-3-2-4-6-16)23(30)26-27-22(29)14-33-24(27)17-7-10-19(11-8-17)28(31)32/h2-13,15,24H,14H2,1H3,(H,26,30)

Standard InChI Key:  FEPGGAGLTYILJF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   24.7195  -20.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4276  -21.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1372  -20.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1344  -20.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4258  -19.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8375  -19.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5471  -20.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2528  -19.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2501  -18.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5359  -18.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8332  -18.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9557  -18.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6655  -18.8867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.0809  -18.8795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5493  -20.9397    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.1673  -19.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9675  -19.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3725  -19.1448    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.8225  -18.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5618  -20.2377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9859  -17.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7626  -17.4843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9267  -16.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3149  -16.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5364  -16.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3761  -17.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4800  -15.3371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8679  -14.7957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2549  -15.0777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  5  7  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 14 16  2  0
 14 17  1  0
 17 18  1  0
  8 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 18  1  0
 20 24  2  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 23 25  1  0
 31 32  2  0
 31 33  1  0
 28 31  1  0
M  CHG  2  31   1  33  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2281803

   2-(3-fluoro-4-phenylphenyl)-N-[2-(4-nitrophenyl)-4-oxo-1,3-thiazolidin-3-yl]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: 465.51

Molecular Weight (Monoisotopic): 465.1159

AlogP: 4.81

#Rotatable Bonds: 6

Polar Surface Area: 92.55

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.08

CX Basic pKa: ┄

CX LogP: 4.82

CX LogD: 4.81

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.42

Np Likeness Score: -1.06

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