N-(3-((5-chloro-2-((4-(dimethylamino)-2-methoxyphenyl)amino)pyrimidin-4-yl)oxy)phenyl)propionamide

ID: ALA4871744

PubChem CID: 164622045

Max Phase: Preclinical

Molecular Formula: C22H24ClN5O3

Molecular Weight: 441.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)Nc1cccc(Oc2nc(Nc3ccc(N(C)C)cc3OC)ncc2Cl)c1

Standard InChI:  InChI=1S/C22H24ClN5O3/c1-5-20(29)25-14-7-6-8-16(11-14)31-21-17(23)13-24-22(27-21)26-18-10-9-15(28(2)3)12-19(18)30-4/h6-13H,5H2,1-4H3,(H,25,29)(H,24,26,27)

Standard InChI Key:  AGQXTWICEBZJNA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
    6.0862   -2.6373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0851   -3.4568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7931   -3.8658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5028   -3.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5000   -2.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7914   -2.2284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3771   -3.8648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6697   -3.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2112   -3.8638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9182   -3.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6749   -2.6386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9683   -2.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2593   -2.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2613   -3.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9684   -3.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6232   -3.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3298   -3.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3290   -2.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6157   -2.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9120   -2.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0380   -3.8608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7452   -3.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4534   -3.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1607   -3.4499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7444   -2.6343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5514   -2.2294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5509   -1.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8439   -2.6384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9714   -4.6816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2651   -5.0927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2061   -2.2224    0.0000 Cl  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
 15 29  1  0
 29 30  1  0
  5 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4871744

   ---

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: 441.92

Molecular Weight (Monoisotopic): 441.1568

AlogP: 5.09

#Rotatable Bonds: 8

Polar Surface Area: 88.61

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.50

CX Basic pKa: 4.79

CX LogP: 4.76

CX LogD: 4.75

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.50

Np Likeness Score: -1.83

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