4'-ethyl-N-[2-oxo-2-({[2-(trifluoromethyl)phenyl]methyl}amino)ethyl]biphenyl-4-carboxamide

ID: ALA3716416

PubChem CID: 58965384

Max Phase: Preclinical

Molecular Formula: C25H23F3N2O2

Molecular Weight: 440.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc(-c2ccc(C(=O)NCC(=O)NCc3ccccc3C(F)(F)F)cc2)cc1

Standard InChI:  InChI=1S/C25H23F3N2O2/c1-2-17-7-9-18(10-8-17)19-11-13-20(14-12-19)24(32)30-16-23(31)29-15-21-5-3-4-6-22(21)25(26,27)28/h3-14H,2,15-16H2,1H3,(H,29,31)(H,30,32)

Standard InChI Key:  IWFBETHWIWFHFI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8991   -0.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1969   -1.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1945   -3.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8943   -3.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5964   -3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4915   -3.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4879   -4.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5972    1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951    3.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375    0.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933    3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8912    5.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1894    6.0109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8509    5.8560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1872    7.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4854    8.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7846    7.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0836    8.2650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0835    9.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7845   10.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4854    9.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1857   10.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1849   11.7153    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1467    9.9150    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1462   11.1148    0.0000 F   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
  2 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3716416

   4-(4-ethylphenyl)-N-[2-oxo-2-[[2-(trifluoromethyl)phenyl]methylamino]ethyl]benzamide

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: 440.47

Molecular Weight (Monoisotopic): 440.1712

AlogP: 4.98

#Rotatable Bonds: 7

Polar Surface Area: 58.20

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.15

CX LogD: 5.15

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.54

Np Likeness Score: -1.33

References

1.  (2007)  Tao Kinase Modulators And Method Of Use, 

Source

Source(1):

• Patent Bioactivity Data