N-(3-((2-((4-(4-methylpiperazin-1-yl)phenyl)amino)pyrimidin-4-yl)oxy)phenyl)propionamide

ID: ALA4867516

PubChem CID: 164621822

Max Phase: Preclinical

Molecular Formula: C24H28N6O2

Molecular Weight: 432.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)Nc1cccc(Oc2ccnc(Nc3ccc(N4CCN(C)CC4)cc3)n2)c1

Standard InChI:  InChI=1S/C24H28N6O2/c1-3-22(31)26-19-5-4-6-21(17-19)32-23-11-12-25-24(28-23)27-18-7-9-20(10-8-18)30-15-13-29(2)14-16-30/h4-12,17H,3,13-16H2,1-2H3,(H,26,31)(H,25,27,28)

Standard InChI Key:  BGAVHUGJSGAGCH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   39.5746  -10.3717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.5734  -11.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2815  -11.6002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.9911  -11.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9883  -10.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2797   -9.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8654  -11.5993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.1580  -11.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6995  -11.5982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.4066  -11.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1632  -10.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4567   -9.9640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7476  -10.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7496  -11.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4568  -11.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1116  -11.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8182  -11.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8173  -10.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1040   -9.9620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4003  -10.3734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5263  -11.5953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.2336  -11.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9417  -11.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.6490  -11.1844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2327  -10.3687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.0397   -9.9638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0393   -9.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3322  -10.3728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6243   -9.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3313   -8.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6239   -9.1474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9159   -8.7392    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
  2  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  1  0
  8 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  8  1  0
 10 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 10  1  0
 17 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  2  0
 13 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 27 30  1  0
 29 31  1  0
 31 30  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4867516

   ---

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: 432.53

Molecular Weight (Monoisotopic): 432.2274

AlogP: 4.11

#Rotatable Bonds: 7

Polar Surface Area: 82.62

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.65

CX Basic pKa: 7.96

CX LogP: 4.16

CX LogD: 3.49

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.58

Np Likeness Score: -1.91

References

1. Yang H, Wang X, Wang C, Yin F, Qu L, Shi C, Zhao J, Li S, Ji L, Peng W, Luo H, Cheng M, Kong L..  (2021)  Optimization of WZ4003 as NUAK inhibitors against human colorectal cancer.,  210  [PMID:33310286] [10.1016/j.ejmech.2020.113080]

Source

Source(1):

• Scientific Literature