(R)-N-(4-Cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methyl-3-((4-(trifluoromethyl)phenyl)thio)propanamide

ID: ALA4556247

PubChem CID: 155556724

Max Phase: Preclinical

Molecular Formula: C19H14F6N2O2S

Molecular Weight: 448.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@](O)(CSc1ccc(C(F)(F)F)cc1)C(=O)Nc1ccc(C#N)c(C(F)(F)F)c1

Standard InChI:  InChI=1S/C19H14F6N2O2S/c1-17(29,10-30-14-6-3-12(4-7-14)18(20,21)22)16(28)27-13-5-2-11(9-26)15(8-13)19(23,24)25/h2-8,29H,10H2,1H3,(H,27,28)/t17-/m0/s1

Standard InChI Key:  YMADIQIWOLZICQ-KRWDZBQOSA-N

Molfile:  

 
     RDKit          2D

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   29.4294   -8.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4282   -9.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1431   -9.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8596   -9.3232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8566   -8.4926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1412   -8.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7133   -9.7357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9991   -9.3225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2843   -9.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9998   -8.4975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5701   -9.3214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6931  -10.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8641  -10.3172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1411   -9.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1414   -8.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4320   -8.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7213   -8.5036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7246   -9.3277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4345   -9.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5674   -8.0762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2803   -7.6610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5747   -9.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5760  -10.5596    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.2886   -9.3209    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.2851  -10.1464    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.0059   -8.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0043   -7.2675    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.2923   -8.5065    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.2887   -7.6796    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  1 15  1  0
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 18 19  1  0
 19 20  2  0
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 21 22  3  0
  6 21  1  0
  5 23  1  0
 23 24  1  0
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 18 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4556247

   ---

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: 448.39

Molecular Weight (Monoisotopic): 448.0680

AlogP: 5.08

#Rotatable Bonds: 5

Polar Surface Area: 73.12

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.18

CX Basic pKa: ┄

CX LogP: 4.82

CX LogD: 4.82

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.49

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