N2-Benzyl-5-chloro-N4-(o-tolyl)pyrimidine-2,4-diamine

ID: ALA4647610

PubChem CID: 155665815

Max Phase: Preclinical

Molecular Formula: C18H17ClN4

Molecular Weight: 324.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccccc1Nc1nc(NCc2ccccc2)ncc1Cl

Standard InChI:  InChI=1S/C18H17ClN4/c1-13-7-5-6-10-16(13)22-17-15(19)12-21-18(23-17)20-11-14-8-3-2-4-9-14/h2-10,12H,11H2,1H3,(H2,20,21,22,23)

Standard InChI Key:  WGFLBULLMOATAF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   17.9396   -8.2751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9385   -9.0946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6465   -9.5036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3562   -9.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3534   -8.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6448   -7.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0646   -9.5016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7716   -9.0919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4766   -9.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1832   -9.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1824   -8.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4691   -7.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7654   -8.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4767  -10.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0595   -7.8602    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.2305   -9.5026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5231   -9.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8151   -9.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1084   -9.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4009   -9.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3998  -10.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1121  -10.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8168  -10.3149    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
  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  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4647610

   ---

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: 324.82

Molecular Weight (Monoisotopic): 324.1142

AlogP: 4.79

#Rotatable Bonds: 5

Polar Surface Area: 49.84

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.47

CX LogP: 5.08

CX LogD: 5.08

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.71

Np Likeness Score: -1.62

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