5,5-Dimethyl-3-(4-nitro-2-(trifluoromethyl)phenyl)-2-thioxo-1-(3-(trifluoromethyl)phenyl)imidazolidin-4-one

ID: ALA4547536

PubChem CID: 155553612

Max Phase: Preclinical

Molecular Formula: C19H13F6N3O4

Molecular Weight: 461.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)C(=O)N(c2cccc(C(F)(F)F)c2)C(=O)N1c1ccc([N+](=O)[O-])cc1C(F)(F)F

Standard InChI:  InChI=1S/C19H13F6N3O4/c1-17(2)15(29)26(11-5-3-4-10(8-11)18(20,21)22)16(30)27(17)14-7-6-12(28(31)32)9-13(14)19(23,24)25/h3-9H,1-2H3

Standard InChI Key:  MQXIMHPTIAFQFK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   35.6668   -4.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4918   -4.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7486   -3.5034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0793   -3.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4143   -3.5034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0781   -2.1917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.9760   -4.9555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8332   -4.3232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6585   -5.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5298   -3.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1420   -3.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9265   -3.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0997   -2.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4825   -2.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7004   -2.4445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6318   -3.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4610   -2.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6770   -2.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0632   -2.7411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2387   -3.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0223   -3.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5385   -4.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3654   -4.9094    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.3236   -3.8493    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.1211   -4.6834    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.2726   -2.4863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6605   -3.0395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0997   -1.6797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.1965   -4.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5851   -5.1629    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.9819   -4.8613    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.4086   -5.4042    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  4  6  2  0
  2  7  2  0
  1  8  1  0
  1  9  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  3 10  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  5 16  1  0
 12 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 26 27  2  0
 26 28  1  0
 19 26  1  0
 21 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
M  CHG  2  26   1  28  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4547536

   ---

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: 461.32

Molecular Weight (Monoisotopic): 461.0810

AlogP: 5.38

#Rotatable Bonds: 3

Polar Surface Area: 83.76

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.01

CX LogD: 5.01

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.27

Np Likeness Score: -1.29

References

1. Bassetto M, Ferla S, Pertusati F, Kandil S, Westwell AD, Brancale A, McGuigan C..  (2016)  Design and synthesis of novel bicalutamide and enzalutamide derivatives as antiproliferative agents for the treatment of prostate cancer.,  118  [PMID:27131065] [10.1016/j.ejmech.2016.04.052]

Source

Source(1):

• Scientific Literature