N-(4-(2-((4-morpholinophenyl)amino)pyrimidin-4-yl)but-2-enamide

ID: ALA4750184

PubChem CID: 162651115

Max Phase: Preclinical

Molecular Formula: C24H25N5O2

Molecular Weight: 415.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C=C/C(=O)Nc1ccc(-c2ccnc(Nc3ccc(N4CCOCC4)cc3)n2)cc1

Standard InChI:  InChI=1S/C24H25N5O2/c1-2-3-23(30)26-19-6-4-18(5-7-19)22-12-13-25-24(28-22)27-20-8-10-21(11-9-20)29-14-16-31-17-15-29/h2-13H,14-17H2,1H3,(H,26,30)(H,25,27,28)/b3-2+

Standard InChI Key:  FWVUYTUHMNSOTK-NSCUHMNNSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   35.8642   -6.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8631   -7.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5711   -8.1251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2808   -7.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2779   -6.8930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.5693   -6.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5641   -5.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2722   -5.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2701   -4.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5606   -4.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8518   -4.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8574   -5.2697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9891   -8.1231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.6962   -7.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5571   -3.2223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2730   -2.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2840   -2.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9752   -3.2385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.9971   -1.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0081   -0.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4012   -8.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1078   -7.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1069   -6.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3936   -6.4869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6900   -6.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8079   -6.4847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.5167   -6.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2211   -6.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2229   -5.6688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.5142   -5.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8036   -5.6689    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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  6  7  1  0
  4 13  1  0
 13 14  1  0
 10 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  2  0
 19 20  1  0
 14 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 14  1  0
 26 27  1  0
 26 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4750184

   ---

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: 415.50

Molecular Weight (Monoisotopic): 415.2008

AlogP: 4.24

#Rotatable Bonds: 6

Polar Surface Area: 79.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.04

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.59

Np Likeness Score: -1.44

References

1. Shu L,Chen C,Huan X,Huang H,Wang M,Zhang J,Yan Y,Liu J,Zhang T,Zhang D.  (2020)  Design, synthesis, and pharmacological evaluation of 4- or 6-phenyl-pyrimidine derivatives as novel and selective Janus kinase 3 inhibitors.,  191  [PMID:32097841] [10.1016/j.ejmech.2020.112148]

Source

Source(1):

• Scientific Literature