N-(3-Methoxy-5-(2-methyl-5-(4-(piperazin-1-yl)phenyl)pyridin-3-yl)phenyl)methanesulfonamide

ID: ALA4779127

PubChem CID: 135348481

Max Phase: Preclinical

Molecular Formula: C24H28N4O3S

Molecular Weight: 452.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(NS(C)(=O)=O)cc(-c2cc(-c3ccc(N4CCNCC4)cc3)cnc2C)c1

Standard InChI:  InChI=1S/C24H28N4O3S/c1-17-24(19-12-21(27-32(3,29)30)15-23(13-19)31-2)14-20(16-26-17)18-4-6-22(7-5-18)28-10-8-25-9-11-28/h4-7,12-16,25,27H,8-11H2,1-3H3

Standard InChI Key:  ZBGCUGHOUSPKBA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   25.8176   -3.1420    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.2282   -2.4386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4110   -2.4379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2342   -2.3236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2330   -3.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9411   -3.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6507   -3.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6479   -2.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9393   -1.9147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3591   -3.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3555   -4.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0630   -4.7751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7711   -4.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7672   -3.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0591   -3.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4728   -3.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1780   -3.5403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8831   -3.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8794   -2.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1646   -1.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4624   -2.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5844   -1.8976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2949   -2.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9978   -1.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9968   -1.0782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2866   -0.6720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5775   -1.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6471   -4.7751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5250   -3.5512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9368   -1.0975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6433   -0.6868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1096   -3.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  1  3  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  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
 22 23  1  0
 22 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 11 28  1  0
  5 29  1  0
  9 30  1  0
 30 31  1  0
 29  1  1  0
  1 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4779127

   ---

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: 452.58

Molecular Weight (Monoisotopic): 452.1882

AlogP: 3.51

#Rotatable Bonds: 6

Polar Surface Area: 83.56

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.29

CX Basic pKa: 8.67

CX LogP: 1.52

CX LogD: 0.50

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.60

Np Likeness Score: -1.18

References

1. Suebsuwong C,Dai B,Pinkas DM,Duddupudi AL,Li L,Bufton JC,Schlicher L,Gyrd-Hansen M,Hu M,Bullock AN,Degterev A,Cuny GD.  (2020)  Receptor-interacting protein kinase 2 (RIPK2) and nucleotide-binding oligomerization domain (NOD) cell signaling inhibitors based on a 3,5-diphenyl-2-aminopyridine scaffold.,  200  [PMID:32505849] [10.1016/j.ejmech.2020.112417]

Source

Source(1):

• Scientific Literature