6-((5-Methoxypyridin-2-yl)amino)-N-methyl-4-((2-(methylsulfonyl)phenyl)amino)nicotinamide

ID: ALA4444606

Chembl Id: CHEMBL4444606

PubChem CID: 155517469

Max Phase: Preclinical

Molecular Formula: C20H21N5O4S

Molecular Weight: 427.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cnc(Nc2ccc(OC)cn2)cc1Nc1ccccc1S(C)(=O)=O

Standard InChI:  InChI=1S/C20H21N5O4S/c1-21-20(26)14-12-23-19(25-18-9-8-13(29-2)11-22-18)10-16(14)24-15-6-4-5-7-17(15)30(3,27)28/h4-12H,1-3H3,(H,21,26)(H2,22,23,24,25)

Standard InChI Key:  ORZYKCQQEMYYRM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4444606

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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: 427.49

Molecular Weight (Monoisotopic): 427.1314

AlogP: 2.74

#Rotatable Bonds: 7

Polar Surface Area: 122.31

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.74

CX Basic pKa: 6.01

CX LogP: 2.66

CX LogD: 2.65

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.53

Np Likeness Score: -1.26

References

1. Moslin R, Zhang Y, Wrobleski ST, Lin S, Mertzman M, Spergel S, Tokarski JS, Strnad J, Gillooly K, McIntyre KW, Zupa-Fernandez A, Cheng L, Sun H, Chaudhry C, Huang C, D'Arienzo C, Heimrich E, Yang X, Muckelbauer JK, Chang C, Tredup J, Mulligan D, Xie D, Aranibar N, Chiney M, Burke JR, Lombardo L, Carter PH, Weinstein DS..  (2019)  Identification of N-Methyl Nicotinamide and N-Methyl Pyridazine-3-Carboxamide Pseudokinase Domain Ligands as Highly Selective Allosteric Inhibitors of Tyrosine Kinase 2 (TYK2).,  62  (20): [PMID:31314518] [10.1021/acs.jmedchem.9b00443]

Source

Source(1):

• Scientific Literature