5-((4-((3-((2-Methoxyethyl)amino)propyl)amino)-5-(triffuoromethyl)pyrimidin-2-yl)amino)picolinonitrile

ID: ALA4861947

PubChem CID: 151426388

Max Phase: Preclinical

Molecular Formula: C17H20F3N7O

Molecular Weight: 395.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COCCNCCCNc1nc(Nc2ccc(C#N)nc2)ncc1C(F)(F)F

Standard InChI:  InChI=1S/C17H20F3N7O/c1-28-8-7-22-5-2-6-23-15-14(17(18,19)20)11-25-16(27-15)26-13-4-3-12(9-21)24-10-13/h3-4,10-11,22H,2,5-8H2,1H3,(H2,23,25,26,27)

Standard InChI Key:  PBPGYZNGDGRIDZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.0127  -25.1213    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.4294  -24.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6039  -24.4042    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.1446  -24.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1434  -25.6444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8583  -26.0615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5747  -25.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5719  -24.8133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8565  -24.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2899  -26.0594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0036  -25.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7155  -26.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4287  -25.6406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4279  -24.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7078  -24.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9974  -24.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4299  -23.5838    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.8540  -23.5834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1381  -24.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8513  -23.9877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5672  -23.1687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2829  -23.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9962  -23.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7118  -23.5749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4251  -23.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1409  -23.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8541  -23.1559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5698  -23.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  4  2  1  0
  2 17  1  0
  9 18  1  0
 19 20  3  0
 14 19  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4861947

   ---

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: 395.39

Molecular Weight (Monoisotopic): 395.1681

AlogP: 2.54

#Rotatable Bonds: 10

Polar Surface Area: 107.78

Molecular Species: BASE

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.96

CX Basic pKa: 9.59

CX LogP: 1.40

CX LogD: -0.38

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.53

Np Likeness Score: -1.50

References

1. Jin T, Xu L, Wang P, Hu X, Zhang R, Wu Z, Du W, Kan W, Li K, Wang C, Zhou Y, Li J, Liu T..  (2021)  Discovery and Development of a Potent, Selective, and Orally Bioavailable CHK1 Inhibitor Candidate: 5-((4-((3-Amino-3-methylbutyl)amino)-5-(trifluoromethyl)pyrimidin-2-yl)amino)picolinonitrile.,  64  (20.0): [PMID:34665631] [10.1021/acs.jmedchem.1c00994]

Source

Source(1):

• Scientific Literature