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

ID: ALA4647698

PubChem CID: 156020284

Max Phase: Preclinical

Molecular Formula: C23H28ClN7

Molecular Weight: 437.98

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c(Nc2nc(Nc3ccc(N4CCN(C)CC4)cn3)ncc2Cl)c(C)c1

Standard InChI:  InChI=1S/C23H28ClN7/c1-15-11-16(2)21(17(3)12-15)28-22-19(24)14-26-23(29-22)27-20-6-5-18(13-25-20)31-9-7-30(4)8-10-31/h5-6,11-14H,7-10H2,1-4H3,(H2,25,26,27,28,29)

Standard InChI Key:  BZDDJIOVJRGLLE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   34.5228  -17.4458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5217  -18.2653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2297  -18.6743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9394  -18.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9366  -17.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2280  -17.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6478  -18.6723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6427  -17.0309    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.8137  -18.6733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1063  -18.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1115  -17.4471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4049  -17.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6959  -17.4461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6979  -18.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4050  -18.6729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9880  -17.0379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9875  -16.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2805  -17.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5726  -17.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2796  -15.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5721  -16.2215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8642  -15.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6490  -19.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9407  -19.8976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9416  -20.7141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6505  -21.1224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3599  -20.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3555  -19.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2329  -19.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0612  -19.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6529  -21.9396    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  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 24 29  1  0
 28 30  1  0
 26 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4647698

   ---

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: 437.98

Molecular Weight (Monoisotopic): 437.2095

AlogP: 4.69

#Rotatable Bonds: 5

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: 11.64

CX Basic pKa: 7.65

CX LogP: 5.68

CX LogD: 5.24

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: -1.58

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