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

ID: ALA4649116

PubChem CID: 155665828

Max Phase: Preclinical

Molecular Formula: C21H23ClFN7

Molecular Weight: 427.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(c2ccc(Nc3ncc(Cl)c(NCc4ccc(F)cc4)n3)nc2)CC1

Standard InChI:  InChI=1S/C21H23ClFN7/c1-29-8-10-30(11-9-29)17-6-7-19(24-13-17)27-21-26-14-18(22)20(28-21)25-12-15-2-4-16(23)5-3-15/h2-7,13-14H,8-12H2,1H3,(H2,24,25,26,27,28)

Standard InChI Key:  MOYSDHLSIFKCBQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   20.6223  -10.4047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6212  -11.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3292  -11.6332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0389  -11.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0361  -10.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3275   -9.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7473  -11.6313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7422   -9.9898    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.9132  -11.6323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2058  -11.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2110  -10.4061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5044   -9.9970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7954  -10.4051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7974  -11.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5045  -11.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0875   -9.9969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0870   -9.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3800  -10.4058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6721   -9.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3791   -8.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6716   -9.1804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9637   -8.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4543  -11.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1627  -11.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1593  -12.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8668  -12.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5749  -12.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5710  -11.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8629  -11.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2838  -12.8489    0.0000 F   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  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4649116

   ---

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: 427.92

Molecular Weight (Monoisotopic): 427.1687

AlogP: 3.77

#Rotatable Bonds: 6

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: 4.04

CX LogD: 3.60

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: -1.82

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