5-(5-phenylpyrimidin-2-ylamino)picolinonitrile

ID: ALA4538448

PubChem CID: 155549167

Max Phase: Preclinical

Molecular Formula: C16H11N5

Molecular Weight: 273.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(Nc2ncc(-c3ccccc3)cn2)cn1

Standard InChI:  InChI=1S/C16H11N5/c17-8-14-6-7-15(11-18-14)21-16-19-9-13(10-20-16)12-4-2-1-3-5-12/h1-7,9-11H,(H,19,20,21)

Standard InChI Key:  XEROGGJQAKGSKJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    6.0008   -5.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9996   -6.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7152   -7.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4324   -6.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4295   -5.8484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7134   -5.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1448   -7.0909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1447   -7.9179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8597   -8.3296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5753   -7.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5714   -7.0853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8557   -6.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2918   -8.3263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0058   -7.9113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7181   -8.3258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4316   -7.9114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4296   -7.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7082   -6.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9976   -7.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1374   -6.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8508   -6.2520    0.0000 N   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
  4  7  1  0
 10 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 20 21  3  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538448

   ---

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: 273.30

Molecular Weight (Monoisotopic): 273.1014

AlogP: 3.15

#Rotatable Bonds: 3

Polar Surface Area: 74.49

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.05

CX Basic pKa: 1.09

CX LogP: 2.84

CX LogD: 2.84

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: -1.44

References

1. Tong L, Song P, Jiang K, Xu L, Jin T, Wang P, Hu X, Fang S, Gao A, Zhou Y, Liu T, Li J, Hu Y..  (2019)  Discovery of (R)-5-((5-(1-methyl-1H-pyrazol-4-yl)-4-(methylamino)pyrimidin-2-yl)amino)-3-(piperidin-3-yloxy)picolinonitrile, a novel CHK1 inhibitor for hematologic malignancies.,  173  [PMID:30986571] [10.1016/j.ejmech.2019.03.062]

Source

Source(1):

• Scientific Literature