N-(3-((5-chloro-2-((4-(4-methylpiperidin-1-yl)phenyl)amino)pyrimidin-4-yl)oxy)phenyl)propionamide

ID: ALA4857660

PubChem CID: 164614704

Max Phase: Preclinical

Molecular Formula: C25H28ClN5O2

Molecular Weight: 465.99

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)Nc1cccc(Oc2nc(Nc3ccc(N4CCC(C)CC4)cc3)ncc2Cl)c1

Standard InChI:  InChI=1S/C25H28ClN5O2/c1-3-23(32)28-19-5-4-6-21(15-19)33-24-22(26)16-27-25(30-24)29-18-7-9-20(10-8-18)31-13-11-17(2)12-14-31/h4-10,15-17H,3,11-14H2,1-2H3,(H,28,32)(H,27,29,30)

Standard InChI Key:  VOEPHFPOPCDLEQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   39.3600   -2.6166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.3588   -3.4362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0669   -3.8451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.7765   -3.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7737   -2.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0651   -2.2078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6508   -3.8442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.9434   -3.4350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4849   -3.8432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.1919   -3.4335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9486   -2.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2420   -2.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5330   -2.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5350   -3.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2421   -3.8438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8970   -3.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6035   -3.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6027   -2.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8894   -2.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1857   -2.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3117   -3.8402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.0190   -3.4308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.7271   -3.8387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.4344   -3.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0181   -2.6136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.8251   -2.2088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8247   -1.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1176   -2.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1167   -0.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4097   -2.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4092   -1.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7013   -0.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4799   -2.2018    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
 27 29  1  0
 28 30  1  0
 30 31  1  0
 29 31  1  0
 31 32  1  0
  5 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857660

   ---

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: 465.99

Molecular Weight (Monoisotopic): 465.1932

AlogP: 6.25

#Rotatable Bonds: 7

Polar Surface Area: 79.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.68

CX Basic pKa: 6.35

CX LogP: 6.05

CX LogD: 6.01

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.43

Np Likeness Score: -1.76

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