N-(4-(2-((4-morpholinophenyl)amino)pyrimidin-4-yl)phenyl)acrylamide

ID: ALA4746272

PubChem CID: 162648400

Max Phase: Preclinical

Molecular Formula: C23H23N5O2

Molecular Weight: 401.47

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H23N5O2/c1-2-22(29)25-18-5-3-17(4-6-18)21-11-12-24-23(27-21)26-19-7-9-20(10-8-19)28-13-15-30-16-14-28/h2-12H,1,13-16H2,(H,25,29)(H,24,26,27)

Standard InChI Key:  UXJWKEBWYYWGQW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   21.7573  -13.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7562  -14.3816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4642  -14.7905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1739  -14.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1711  -13.5584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4624  -13.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4572  -12.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1653  -11.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1632  -11.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4538  -10.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7449  -11.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7505  -11.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8822  -14.7886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5893  -14.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4502   -9.8878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1562   -9.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1526   -8.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8656   -9.8817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8586   -8.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2943  -14.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0009  -14.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0001  -13.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2868  -13.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5831  -13.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7011  -13.1502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4098  -13.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1142  -13.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1161  -12.3342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4073  -11.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6968  -12.3343    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
 14 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 14  1  0
 25 26  1  0
 25 30  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4746272

   ---

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: 401.47

Molecular Weight (Monoisotopic): 401.1852

AlogP: 3.85

#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: 4.09

CX LogD: 4.09

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.61

Np Likeness Score: -1.47

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