4'-((2-((4-cyanophenyl)amino)pyrimidin-4-yl)oxy)-3'-methyl-[1,1'-biphenyl]-4-carbonitrile

ID: ALA4476506

PubChem CID: 155538380

Max Phase: Preclinical

Molecular Formula: C25H17N5O

Molecular Weight: 403.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2ccc(C#N)cc2)ccc1Oc1ccnc(Nc2ccc(C#N)cc2)n1

Standard InChI:  InChI=1S/C25H17N5O/c1-17-14-21(20-6-2-18(15-26)3-7-20)8-11-23(17)31-24-12-13-28-25(30-24)29-22-9-4-19(16-27)5-10-22/h2-14H,1H3,(H,28,29,30)

Standard InChI Key:  GRJOAOUKNDQSQZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   21.2773   -2.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2762   -3.4731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9909   -3.8860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7074   -3.4726    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7045   -2.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9892   -2.2330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4174   -2.2269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1334   -2.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1331   -3.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8483   -3.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5622   -3.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5565   -2.6246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8407   -2.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2787   -3.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9953   -4.2718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5627   -2.2334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8484   -2.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1339   -2.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4201   -2.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4199   -3.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1394   -3.8820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8504   -3.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7059   -3.8840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9906   -3.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2772   -3.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2781   -4.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9982   -5.1210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7087   -4.7056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5643   -5.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8511   -5.5347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1347   -1.4070    0.0000 C   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
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 14 15  3  0
 11 14  1  0
  1 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  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
 20 23  1  0
 29 30  3  0
 26 29  1  0
 18 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476506

   ---

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: 403.45

Molecular Weight (Monoisotopic): 403.1433

AlogP: 5.73

#Rotatable Bonds: 5

Polar Surface Area: 94.62

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.91

CX Basic pKa: 2.16

CX LogP: 6.14

CX LogD: 6.14

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.46

Np Likeness Score: -1.28

References

1. Sang Y, Han S, Pannecouque C, De Clercq E, Zhuang C, Chen F..  (2019)  Ligand-Based Design of Nondimethylphenyl-Diarylpyrimidines with Improved Metabolic Stability, Safety, and Oral Pharmacokinetic Profiles.,  62  (24): [PMID:31714780] [10.1021/acs.jmedchem.9b01446]

Source

Source(1):

• Scientific Literature