(4-(4-Fluoro-2-(trifluoromethyl)benzoyl)piperazin-1-yl)(2-(phenylamino)phenyl)methanone

ID: ALA4639103

PubChem CID: 156013409

Max Phase: Preclinical

Molecular Formula: C25H21F4N3O2

Molecular Weight: 471.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(c1ccccc1Nc1ccccc1)N1CCN(C(=O)c2ccc(F)cc2C(F)(F)F)CC1

Standard InChI:  InChI=1S/C25H21F4N3O2/c26-17-10-11-19(21(16-17)25(27,28)29)23(33)31-12-14-32(15-13-31)24(34)20-8-4-5-9-22(20)30-18-6-2-1-3-7-18/h1-11,16,30H,12-15H2

Standard InChI Key:  SJCXMSPWWXYJRX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
   17.9768  -21.6444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5620  -22.3538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9667  -23.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7920  -23.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2110  -22.3612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8005  -21.6444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0366  -22.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4427  -23.0867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0236  -23.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4289  -24.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2554  -24.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6748  -23.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2629  -23.0867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6795  -22.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5051  -22.3721    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.2663  -21.6597    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.0841  -21.6568    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.6665  -25.2371    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.4520  -21.6580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7364  -22.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3254  -21.6362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7452  -20.9258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3350  -20.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5085  -20.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0939  -20.9217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5023  -21.6362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0913  -22.3470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2698  -22.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8638  -21.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0432  -21.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6312  -22.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0460  -23.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8653  -23.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3175  -23.0625    0.0000 O   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  6  1  0
  1  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 11 18  1  0
  7 19  2  0
  2 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 20 34  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4639103

   ---

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: 471.45

Molecular Weight (Monoisotopic): 471.1570

AlogP: 5.19

#Rotatable Bonds: 4

Polar Surface Area: 52.65

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.96

CX LogD: 5.96

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.53

Np Likeness Score: -1.33

References

1. Ji D, Zhang W, Xu Y, Zhang JJ..  (2020)  Design, synthesis and biological evaluation of anthranilamide derivatives as potent SMO inhibitors.,  28  (6): [PMID:32063403] [10.1016/j.bmc.2020.115354]

Source

Source(1):

• Scientific Literature