N-(4-cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methyl-3-(5-(trifluoromethyl)pyridin-2-ylsulfinyl)propanamide

ID: ALA4756981

PubChem CID: 162657106

Max Phase: Preclinical

Molecular Formula: C18H13F6N3O3S

Molecular Weight: 465.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(O)(C[S+]([O-])c1ccc(C(F)(F)F)cn1)C(=O)Nc1ccc(C#N)c(C(F)(F)F)c1

Standard InChI:  InChI=1S/C18H13F6N3O3S/c1-16(29,9-31(30)14-5-3-11(8-26-14)17(19,20)21)15(28)27-12-4-2-10(7-25)13(6-12)18(22,23)24/h2-6,8,29H,9H2,1H3,(H,27,28)

Standard InChI Key:  ZZENGKAOMDSRGI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 32  0  0  0  0  0  0  0  0999 V2000
   23.4188  -10.7463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8237  -10.0367    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.0065  -10.0374    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.9233  -12.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5142  -13.0826    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.3314  -13.0832    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.1733  -12.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7688  -13.0847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5860  -13.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6325  -11.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6314  -11.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3394  -12.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0491  -11.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0463  -11.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3376  -10.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7579  -12.3763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4658  -11.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4662  -11.1509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8812  -11.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5887  -12.3777    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.5883  -13.1949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2966  -11.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0032  -12.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7106  -11.9736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7115  -11.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9990  -10.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2945  -11.1566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9236  -10.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2158  -10.3250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2160  -11.9660    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.1269  -11.1543    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1  3  1  0
  5  4  1  0
  4  6  1  0
  8  7  1  0
  7  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
 13 16  1  0
 16 17  1  0
 17  7  1  0
 17 18  2  0
  7 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 28 29  3  0
 10 28  1  0
 11  4  1  0
  4 30  1  0
 25  1  1  0
  1 31  1  0
M  CHG  2  20   1  21  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4756981

   ---

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: 465.38

Molecular Weight (Monoisotopic): 465.0582

AlogP: 3.49

#Rotatable Bonds: 5

Polar Surface Area: 109.07

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.57

CX Basic pKa: 0.53

CX LogP: 2.71

CX LogD: 2.71

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.52

Np Likeness Score: -1.22

References

1. Kandil SB,Kariuki BM,McGuigan C,Westwell AD.  (2021)  Synthesis, biological evaluation and X-ray analysis of bicalutamide sulfoxide analogues for the potential treatment of prostate cancer.,  36  [PMID:33513386] [10.1016/j.bmcl.2021.127817]

2. Kandil SB,Kariuki BM,McGuigan C,Westwell AD.  (2021)  Synthesis, biological evaluation and X-ray analysis of bicalutamide sulfoxide analogues for the potential treatment of prostate cancer.,  36  [PMID:33513386] [10.1016/j.bmcl.2021.127817]

Source

Source(1):

• Scientific Literature