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

ID: ALA4521305

PubChem CID: 155542339

Max Phase: Preclinical

Molecular Formula: C25H31N7O

Molecular Weight: 445.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)Nc1ccc(CNc2cc(Nc3ccc(N4CCN(C)CC4)cc3)ncn2)cc1

Standard InChI:  InChI=1S/C25H31N7O/c1-3-25(33)30-21-6-4-19(5-7-21)17-26-23-16-24(28-18-27-23)29-20-8-10-22(11-9-20)32-14-12-31(2)13-15-32/h4-11,16,18H,3,12-15,17H2,1-2H3,(H,30,33)(H2,26,27,28,29)

Standard InChI Key:  AUOYLMSFGJRSFJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   23.3793  -17.5242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3782  -18.3437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0862  -18.7527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7959  -18.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7931  -17.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0844  -17.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0820  -16.2981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5042  -18.7507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7885  -15.8874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7861  -15.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4944  -14.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4923  -13.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7828  -13.4403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0740  -13.8554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0796  -14.6704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2113  -18.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9163  -18.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6229  -18.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6221  -17.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9087  -17.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2051  -17.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3231  -17.1124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0318  -17.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7362  -17.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7381  -16.2964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0293  -15.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3188  -16.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4462  -15.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7793  -12.6231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4852  -12.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4817  -11.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1947  -12.6170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1877  -10.9826    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
  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  1  0
 30 32  2  0
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521305

   ---

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: 445.57

Molecular Weight (Monoisotopic): 445.2590

AlogP: 3.93

#Rotatable Bonds: 8

Polar Surface Area: 85.42

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.10

CX LogP: 3.77

CX LogD: 3.04

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.48

Np Likeness Score: -1.51

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