4-((4-((3,5-dimethyl-4'-(trifluoromethyl)-(1,1'-biphenyl)-4-yl)amino)pyrimidin-2-yl)amino)benzonitrile

ID: ALA4172683

PubChem CID: 134815874

Max Phase: Preclinical

Molecular Formula: C26H20F3N5

Molecular Weight: 459.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2ccc(C(F)(F)F)cc2)cc(C)c1Nc1ccnc(Nc2ccc(C#N)cc2)n1

Standard InChI:  InChI=1S/C26H20F3N5/c1-16-13-20(19-5-7-21(8-6-19)26(27,28)29)14-17(2)24(16)33-23-11-12-31-25(34-23)32-22-9-3-18(15-30)4-10-22/h3-14H,1-2H3,(H2,31,32,33,34)

Standard InChI Key:  PPBACBMUIDHVDG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
   30.0696  -23.3147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0684  -24.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7765  -24.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4861  -24.1337    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4833  -23.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7747  -22.9017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1936  -22.8957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1905  -22.0785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3618  -22.9021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3616  -22.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0716  -21.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0717  -20.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3634  -20.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6534  -20.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6568  -21.6810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8943  -21.6720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8916  -20.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1818  -20.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4733  -20.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4795  -21.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7785  -22.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9506  -22.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1748  -19.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1706  -18.8164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3612  -19.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0699  -19.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0690  -18.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3601  -18.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6507  -18.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6551  -19.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3595  -17.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0669  -16.7788    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.6515  -16.7798    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.3528  -16.3686    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
  5  7  1  0
  7  8  1  0
  1  9  1  0
  9 10  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
  8 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  8  1  0
 11 21  1  0
 15 22  1  0
 23 24  3  0
 18 23  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 13 25  1  0
 28 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4172683

   ---

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: 459.48

Molecular Weight (Monoisotopic): 459.1671

AlogP: 7.14

#Rotatable Bonds: 5

Polar Surface Area: 73.63

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.43

CX Basic pKa: 4.44

CX LogP: 7.61

CX LogD: 7.61

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.33

Np Likeness Score: -1.45

References

1. Jin K, Yin H, De Clercq E, Pannecouque C, Meng G, Chen F..  (2018)  Discovery of biphenyl-substituted diarylpyrimidines as non-nucleoside reverse transcriptase inhibitors with high potency against wild-type and mutant HIV-1.,  145  [PMID:29353724] [10.1016/j.ejmech.2018.01.016]

Source

Source(1):

• Scientific Literature