5-Chloro-N2-(5-(4-methylpiperazin-1-yl)pyridin-2-yl)-N4-phenethylpyrimidine-2,4-diamine

ID: ALA4646636

PubChem CID: 155665834

Max Phase: Preclinical

Molecular Formula: C22H26ClN7

Molecular Weight: 423.95

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(c2ccc(Nc3ncc(Cl)c(NCCc4ccccc4)n3)nc2)CC1

Standard InChI:  InChI=1S/C22H26ClN7/c1-29-11-13-30(14-12-29)18-7-8-20(25-15-18)27-22-26-16-19(23)21(28-22)24-10-9-17-5-3-2-4-6-17/h2-8,15-16H,9-14H2,1H3,(H2,24,25,26,27,28)

Standard InChI Key:  VBACZDJYOLHJGZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   33.6850  -19.4392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6839  -20.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3919  -20.6677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1016  -20.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0988  -19.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3901  -19.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8099  -20.6658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8049  -19.0244    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   32.9758  -20.6668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2685  -20.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2736  -19.4406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5671  -19.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8581  -19.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8601  -20.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5672  -20.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1502  -19.0314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1497  -18.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4427  -19.4403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7347  -19.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4418  -17.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7343  -18.2149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0264  -17.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5170  -20.2561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2253  -20.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9324  -20.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6395  -20.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3461  -20.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3452  -19.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6319  -19.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9282  -19.4396    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
  4  7  1  0
  5  8  1  0
  2  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
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 17 20  1  0
 19 21  1  0
 21 20  1  0
 21 22  1  0
  7 23  1  0
 23 24  1  0
 24 25  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
M  END

Alternative Forms

1. Parent:

   

   ALA4646636

   ---

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: 423.95

Molecular Weight (Monoisotopic): 423.1938

AlogP: 3.68

#Rotatable Bonds: 7

Polar Surface Area: 69.21

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.69

CX Basic pKa: 7.65

CX LogP: 4.18

CX LogD: 3.74

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.60

Np Likeness Score: -1.51

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