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

ID: ALA4175919

PubChem CID: 134816127

Max Phase: Preclinical

Molecular Formula: C25H19F2N5

Molecular Weight: 427.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2cc(F)cc(F)c2)cc(C)c1Nc1ccnc(Nc2ccc(C#N)cc2)n1

Standard InChI:  InChI=1S/C25H19F2N5/c1-15-9-18(19-11-20(26)13-21(27)12-19)10-16(2)24(15)31-23-7-8-29-25(32-23)30-22-5-3-17(14-28)4-6-22/h3-13H,1-2H3,(H2,29,30,31,32)

Standard InChI Key:  BYNRVAUPJHWXBV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   30.3585   -8.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3573   -9.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0654  -10.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7750   -9.6595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7722   -8.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0636   -8.4275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4825   -8.4215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4794   -7.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6507   -8.4279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6505   -7.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3605   -7.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3607   -6.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6523   -5.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9424   -6.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9457   -7.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1832   -7.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1805   -6.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4707   -5.9747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7622   -6.3903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7684   -7.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0674   -7.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2395   -7.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4637   -5.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4595   -4.3422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6502   -5.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3588   -4.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3579   -3.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6490   -3.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9396   -3.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9440   -4.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0652   -3.5299    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.2307   -3.5344    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
 27 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4175919

   ---

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: 427.46

Molecular Weight (Monoisotopic): 427.1609

AlogP: 6.40

#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: 7.02

CX LogD: 7.02

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: -1.47

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