N-(4-(((6-((4-(4-methylpiperazin-1-yl)phenyl)amino)pyrimidin-4-yl)amino)methyl)phenyl)cyanamide

ID: ALA4524497

PubChem CID: 155520176

Max Phase: Preclinical

Molecular Formula: C23H26N8

Molecular Weight: 414.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(c2ccc(Nc3cc(NCc4ccc(NC#N)cc4)ncn3)cc2)CC1

Standard InChI:  InChI=1S/C23H26N8/c1-30-10-12-31(13-11-30)21-8-6-20(7-9-21)29-23-14-22(27-17-28-23)25-15-18-2-4-19(5-3-18)26-16-24/h2-9,14,17,26H,10-13,15H2,1H3,(H2,25,27,28,29)

Standard InChI Key:  BJSVOGDCUZFUEC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   32.4427  -17.0207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4416  -17.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1496  -18.2492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8593  -17.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8565  -17.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1478  -16.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1454  -15.7946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5676  -18.2472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8519  -15.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8494  -14.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5578  -14.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5557  -13.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8462  -12.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1374  -13.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1430  -14.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2747  -17.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9797  -18.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6863  -17.8364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6855  -17.0183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9721  -16.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2685  -17.0224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3865  -16.6088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0952  -17.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7996  -16.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8015  -15.7928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0927  -15.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3821  -15.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5095  -15.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8427  -12.1196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5486  -11.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2493  -11.2954    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
  6  7  1  0
  4  8  1  0
  7  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
  8 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 22 23  1  0
 22 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 19 22  1  0
 25 28  1  0
 13 29  1  0
 29 30  1  0
 30 31  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4524497

   ---

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: 414.52

Molecular Weight (Monoisotopic): 414.2280

AlogP: 3.48

#Rotatable Bonds: 7

Polar Surface Area: 92.14

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.99

CX LogP: 3.28

CX LogD: 2.56

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.40

Np Likeness Score: -1.31

References

1. Yu RN, Chen CJ, Shu L, Yin Y, Wang ZJ, Zhang TT, Zhang DY..  (2019)  Structure-based design and synthesis of pyrimidine-4,6-diamine derivatives as Janus kinase 3 inhibitors.,  27  (8): [PMID:30853331] [10.1016/j.bmc.2019.03.009]

Source

Source(1):

• Scientific Literature