4-(2-((4-morpholinophenyl)amino)pyrimidin-4-yl)-N-(4-sulfamoylphenyl)piperazine-1-carboxamide

ID: ALA4536858

PubChem CID: 154637047

Max Phase: Preclinical

Molecular Formula: C25H30N8O4S

Molecular Weight: 538.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1ccc(NC(=O)N2CCN(c3ccnc(Nc4ccc(N5CCOCC5)cc4)n3)CC2)cc1

Standard InChI:  InChI=1S/C25H30N8O4S/c26-38(35,36)22-7-3-20(4-8-22)29-25(34)33-13-11-32(12-14-33)23-9-10-27-24(30-23)28-19-1-5-21(6-2-19)31-15-17-37-18-16-31/h1-10H,11-18H2,(H,29,34)(H2,26,35,36)(H,27,28,30)

Standard InChI Key:  PXAJZAAGSBQQJW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 38 42  0  0  0  0  0  0  0  0999 V2000
   40.3437  -26.7444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9351  -27.4585    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   40.7562  -27.4538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6743  -29.9141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6732  -30.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3854  -31.1467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0992  -30.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0963  -29.9105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3836  -29.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8116  -31.1448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8129  -31.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1004  -32.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1014  -33.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8144  -33.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5238  -33.1931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5194  -32.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8182  -34.4238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1058  -34.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1062  -35.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8174  -36.0655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.5257  -35.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5270  -34.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3835  -28.6832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0959  -28.2737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0954  -27.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3842  -27.0415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6718  -27.4551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6706  -28.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3848  -26.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0970  -25.8122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6733  -25.8111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8044  -26.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8020  -27.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5127  -27.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2258  -27.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2238  -26.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5126  -25.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9383  -28.2814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 14 17  1  0
 23 24  1  0
 23 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
  9 23  1  0
 26 29  1  0
 29 30  1  0
 29 31  2  0
 30 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 32  1  0
 35  2  1  0
  2 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4536858

   ---

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: 538.63

Molecular Weight (Monoisotopic): 538.2111

AlogP: 2.06

#Rotatable Bonds: 6

Polar Surface Area: 146.02

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.25

CX Basic pKa: 5.70

CX LogP: 2.35

CX LogD: 2.34

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.43

Np Likeness Score: -2.04

References

1. Li Y, Ye T, Xu L, Dong Y, Luo Y, Wang C, Han Y, Chen K, Qin M, Liu Y, Zhao Y..  (2019)  Discovery of 4-piperazinyl-2-aminopyrimidine derivatives as dual inhibitors of JAK2 and FLT3.,  181  [PMID:31408808] [10.1016/j.ejmech.2019.111590]

Source

Source(1):

• Scientific Literature