5-Chloro-N2-(2-(pyridin-2-yl)ethyl)-N4-(o-tolyl)pyrimidine-2,4-diamine

ID: ALA4648038

PubChem CID: 155665861

Max Phase: Preclinical

Molecular Formula: C18H18ClN5

Molecular Weight: 339.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccccc1Nc1nc(NCCc2ccccn2)ncc1Cl

Standard InChI:  InChI=1S/C18H18ClN5/c1-13-6-2-3-8-16(13)23-17-15(19)12-22-18(24-17)21-11-9-14-7-4-5-10-20-14/h2-8,10,12H,9,11H2,1H3,(H2,21,22,23,24)

Standard InChI Key:  FETRTPMDMJBYLS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   34.8448   -1.6509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8436   -2.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5517   -2.8794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.2613   -2.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2585   -1.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5499   -1.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9697   -2.8774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.6768   -2.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3818   -2.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0884   -2.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0875   -1.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3742   -1.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6705   -1.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3819   -3.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9647   -1.2360    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   34.1356   -2.8784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.4282   -2.4693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7202   -2.8773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0128   -2.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0182   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3117   -1.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6026   -1.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6046   -2.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3118   -2.8758    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
  4  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
  9 14  1  0
  5 15  1  0
  2 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4648038

   ---

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: 339.83

Molecular Weight (Monoisotopic): 339.1251

AlogP: 4.23

#Rotatable Bonds: 6

Polar Surface Area: 62.73

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.46

CX LogP: 4.18

CX LogD: 4.17

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.70

Np Likeness Score: -1.97

References

1. Wang Y, Chen X, Yan Y, Zhu X, Liu M, Liu X..  (2020)  Discovery and SARs of 5-Chloro-N4-phenyl-N2-(pyridin-2-yl)pyrimidine-2,4-diamine Derivatives as Oral Available and Dual CDK 6 and 9 Inhibitors with Potent Antitumor Activity.,  63  (6): [PMID:32129996] [10.1021/acs.jmedchem.9b02121]

Source

Source(1):

• Scientific Literature